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Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate

    • Product Name Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate
    • Alias tert-butyl 7-bromo-3,4-dihydroisoquinoline-2-carboxylate
    • Einecs 877694-96-9
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    489283

    Product Name Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate
    Chemical Formula C14H18BrNO2
    Molecular Weight 312.20 g/mol
    Cas Number 1240586-93-5
    Appearance White to off-white solid
    Purity Typically > 95%
    Solubility Soluble in organic solvents such as DMSO and DMF
    Storage Temperature 2-8°C (Refrigerated)
    Smiles CC(C)(C)OC(=O)N1CCc2ccc(Br)cc2C1
    Inchi InChI=1S/C14H18BrNO2/c1-14(2,3)18-13(17)16-8-7-10-4-5-11(15)6-12(10)9-16/h4-6H,7-9H2,1-3H3
    Synonyms tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2-carboxylate

    As an accredited Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate

    Applications of Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate in Industrial Manufacturing

    As the direct manufacturer, we support multiple, high-value industrial sectors with Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate. We ensure consistent supply according to the strict technical and regulatory requirements of each specialized field. Below we detail several key downstream applications based on our experience with customer processes, formulation guidelines, and quality assurance standards.

    1. Pharmaceutical Intermediates for Small-Molecule Synthesis

    This raw material serves as a key intermediate in the synthesis of advanced pharmaceutical building blocks, specifically for isoquinoline-based drug candidates. Our compound enters the N-alkylation and bromo substitution stages when synthesizing novel APIs or their advanced intermediates. Process chemists use it to introduce isoquinoline scaffolds with site-selective bromination during the late stages of drug substance assembly. The target products must meet strict impurity profiles and documentation protocol under regulatory filings.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211
    • European Pharmacopoeia (Ph. Eur.) monograph requirements where applicable
    • Process validation and full traceability to quality management systems (ISO 9001)

    Typical usage ratio

    • Employed at 0.8 to 1.2 molar equivalents relative to the target amine or nucleophile, adjusted based on process yield and side-reaction profile
    • Adjusted according to API step yield optimization studies and scale-up safety reviews

    Downstream process integration

    • Introduced after initial heterocyclic framework construction as a protected precursor during late-stage diversifications
    • Feeds directly into stepwise functionalization (such as Suzuki coupling, hydrogenation, or deprotection)
    • Subject to stringent in-process quality control checkpoints: HPLC, NMR, and GC-MS

    Final product types

    • Advanced intermediates for central nervous system (CNS) drugs
    • Building blocks for anti-cancer isoquinoline derivatives
    • Intermediates in synthetic opioid and vasodilator development
    • Target molecules for custom medicinal chemistry programs under GMP

    2. Custom Synthesis for Agrochemical R&D

    Research-driven agrochemical producers utilize this compound within their contract synthesis pipelines, particularly in new molecule discovery and lead optimization projects. Its sterically hindered tert-butyl carbamate protects the isoquinoline nitrogen during cross-coupling reactions and ring functionalization, improving target selectivity in heterocycle-based pesticide candidates. Integration takes place during advanced intermediate stages, preceding the final deprotection and bioactivity screening step.

    Industry compliance standards

    • ISO 9001 certified process management for research and pilot plant operations
    • OECD Good Laboratory Practice (GLP) for active ingredient R&D
    • EPA and EU REACH notification guidelines for novel actives
    • Documentation for EU Regulation (EC) No 1107/2009 (plant protection products)

    Typical usage ratio

    • Employed as a nitrogen-protected intermediate at a 1:1 stoichiometry with target boronic acids or halides during Suzuki, Buchwald, or other C–C coupling steps
    • Composition adjusted in the 0.9–1.1 range to optimize yield and minimize by-product formation, depending on protecting group cleavage efficiency

    Downstream process integration

    • Fed into laboratory-scale coupling reactions after base isoquinoline synthesis
    • Undergoes purification and characterization steps (LC-MS, IR, elemental analysis) before deprotection and bioassessment
    • Incorporated in multistep synthetic plans, supporting rapid analogue generation

    Final product types

    • Advanced intermediates for herbicide or fungicide lead molecules
    • Precursors for new insecticidal isoquinoline analogs
    • Platform compounds for combinatorial agrochemical R&D screens
    • Building blocks supporting patent application submissions for new actives

    3. Fine Chemical Intermediate for Specialty Electronic Chemicals

    Producers of specialty chemicals for the electronics sector employ this compound for the custom synthesis of functionalized heterocyclic additives used in dielectric materials and advanced semiconductor processing aids. Its bromo-isoquinoline structure enables integration into high-performance resins and charge transport materials, particularly for low-impurity, photoresist-compatible formulations. Typical use occurs in the functional additive synthesis step, upstream of polymerization or blending with electronic-grade solvents and resins.

    Industry compliance standards

    • ISO 9001 for chemical process control and change management
    • SEMATECH and IPC standards for material performance and impurity limits
    • Qualified per customer-specific incoming quality control (IQC) protocols
    • Compliance with RoHS for restricted substances in electronics

    Typical usage ratio

    • Use rates typically 0.3–1.2% by weight in specialty additive installations before blending with functional host materials
    • Adjusted to product purity targets, dictated by downstream electrical performance validation

    Downstream process integration

    • Introduced during the synthesis of nitrogen-containing monomers or as a precursor to covalently linked functional groups in advanced resins
    • Integrated before final blending and filterable purification steps in electronic chemical production lines
    • Subject to batch-to-batch QC: trace metal analysis, FTIR, and HPLC

    Final product types

    • Dielectric modifier intermediates for integrated circuit manufacturing
    • Photoresist additive precursors
    • Monomeric modifiers for specialty polyimide and polyamide-imide resins
    • Charge-transport agent intermediates for OLED and display applications

    4. chemical Building Block for Advanced Polymer Synthesis

    Manufacturers of high-performance functional polymers source this compound as a building block in the tailored synthesis of engineering plastics and specialty resins. The protected isoquinoline ring allows stepwise modification and robust control of end-group functionalities. Compound introduction generally occurs during comonomer preparation or in post-polymerization modification under controlled deprotection and coupling protocols, supporting the development of tailor-made polymeric materials.

    Industry compliance standards

    • ISO 9001 and ISO 14001 for batch process and environmental management
    • Consistent supply in alignment with key user technical agreements
    • Complies with specific end-user monomer residual restrictions (if for food-contact polymer grades: EU 10/2011)
    • Support for customer-driven change control documentation

    Typical usage ratio

    • Used from 0.2 up to 2.0% by weight in specialty resin syntheses, with loading tailored by target mechanical and electrical properties
    • Adjusted based on reactivity during copolymerization and targeted chain length distribution

    Downstream process integration

    • Fed into comonomer functionalization step before polymerization initiation
    • Incorporated via solution or melt-phase reactions, followed by controlled deprotection and purification stages
    • Assessed by GPC and NMR for conversion and incorporation ratios

    Final product types

    • Advanced isocyanate-cured engineering thermosets
    • Custom polyamide-imides and high-temperature-resistant polyimides
    • Functionalized resins for coating, film, and high-frequency applications
    • Polymeric precursors adapted for medical device component production (non-contact, device interior)

    5. Intermediate for Process Development in Contract Research Organizations (CRO/CDMO)

    CRO and CDMO partners in the pharma and advanced chemical sectors apply this material during early-stage route scouting and scale-up validation. Its selectively protected isoquinoline moiety supports fragment coupling and functionalization campaigns in both medicinal and process chemistry innovation. Chemical development teams incorporate the raw material into screening platforms and process optimization trials, focusing on route selection for commercialization and tech transfer projects.

    Industry compliance standards

    • ISO 9001 accredited operations with full batch traceability
    • Documentation for Technology Transfer (TT) and process validation based on customer requirements
    • Compliance with project-specific confidentiality and intellectual property management protocols
    • Alignment with ICH Q11 for drug substance development (where applicable)

    Typical usage ratio

    • Applied at 0.5–1.0 equivalents in high-throughput reaction arrays, flexibly increased for yield or selectivity improvements
    • Modified for scale-dependent impurity or crystallization profiling

    Downstream process integration

    • Enters the molecule assembly segment during process scouting and optimization
    • Subjected to screening for coupling, protection, and deprotection under varied conditions
    • Yields monitored by LC-MS/GC-MS and isolated in gram to kilogram batches for downstream route evaluation

    Final product types

    • Reference intermediates for patented synthesis workflows
    • Pilot and laboratory batches of advanced pharmaceutical fragments
    • Analytical standards in method validation projects
    • Validated starting points for commercial API manufacturing scale-up
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    More Introduction

    Introducing Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate: An Editorial Look at a Modern Chemical Reagent

    Chemical Advancements in Research Laboratories

    In the world of modern organic chemistry, the introduction of new synthetic intermediates makes all the difference between routine work and genuine discovery. Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate has recently attracted attention among chemists engaged in drug development and the study of complex heterocycles. This compound, known for its core isoquinoline scaffold with specific bromination and tert-butyl carboxylate protection, is more than just another entry in a catalog. It shapes how scientists approach the synthesis of challenging targets and provides a dependable starting point for the construction of new pharmaceuticals.

    Modern Needs and the Shift Toward Building Block Chemistry

    My own days at the bench saw changes in the pace and complexity of organic synthesis. Years ago, multi-step syntheses of polyfunctionalized heterocycles were grueling. Access to well-designed building blocks, such as Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate, streamlines route planning and substantially saves time. The use of stable protecting groups like tert-butyl for carboxylates cuts down on the hassle of repeated protection and deprotection. Meanwhile, the strategic placement of a bromine atom opens up rich opportunities for further carbon–carbon coupling via Suzuki, Sonogashira, or Buchwald-Hartwig methods. That means researchers can quickly diversify libraries critical for drug screening and development.

    Key Features and Specifications That Matter in Application

    Every chemist wants to know what makes one reagent stand out over another. The full structure of Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate includes an isoquinoline backbone that provides rigidity and aromaticity, the 7-position bromination that sets the stage for targeted functionalization, and the tert-butyl ester that improves stability during storage and handling. These attributes do more than boost shelf-life; they allow for selective reactivity in multi-step syntheses. The compound typically presents as a white to off-white solid and handles well at standard laboratory conditions, making it reliable for researchers who value reproducibility.

    Chemists value purity, and this compound often arrives at a level suitable for the majority of high-level organic transformations. In our practice, impurities can frustrate reaction optimization, especially in medicinal chemistry where physiological effects ride on minute details of structure and purity. The commercial versions of this compound, from reputable suppliers, have been repeatedly analyzed by NMR, mass spectrometry, and HPLC to confirm identity and purity. These assessment techniques form the backbone of trust for synthetic labs and guarantee confidence in what reaches the flask.

    Understanding Its Place in Medicinal Chemistry

    Every laboratory focuses on finding new paths to create molecules of real value. Over the years, the isoquinoline core has shown up in countless pharmaceuticals, from antihypertensives to agents for the central nervous system. Modification at the 7-position, such as bromination in this compound, allows scientists to introduce a host of different side-chains and residues. The carboxylate offers a point of attachment for various coupling partners. Any researcher looking at drug discovery recognizes how much time and effort these ready-made intermediates save; they let teams move quickly from planning to real experimental progress.

    Structure-activity relationship (SAR) studies thrive on quick access to new analogues. As I observed in collaborative research environments, a single bottleneck in the synthetic chain can stall entire months of work. With Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate, access to multiple functional handles at once means SAR programs can broaden rapidly and yield answers about biological activity in weeks rather than seasons. For a startup or established pharmaceutical company, that edge translates to better return on investment and a head start on the competition.

    Comparisons That Matter: What Sets It Apart

    Some may wonder if there’s anything different about this compound compared to its peers. While simple bromoisoquinolines have been around for decades, the careful introduction of a tert-butyl carboxylate at the 2-position is not a trivial design choice. Benzyl esters, methyl esters, and other protecting groups each come with limitations—instability under acidic or basic conditions, too eager to react, or problematic deprotection. The tert-butyl group, on the other hand, provides steadfast protection during the rough-and-tumble of multi-step synthesis. It comes off cleanly under the right acidic conditions, such as trifluoroacetic acid, leaving no stubborn side-products. That detail spares headaches for researchers who wade through purification and analysis day after day.

    Similar building blocks without bromine at the 7-position cannot offer the same rapid diversification by cross-coupling. Bromine acts as an ideal leaving group, much more flexible and efficient than its chloro- or fluoro- counterparts for palladium-catalyzed coupling chemistry. The difference in reactivity translates directly into faster project cycles and more innovative science on the bench.

    Usage in Complex Synthesis and Applications

    Researchers have adopted this building block for a range of advanced applications that go beyond simple library creation. During a recent collaborative project, our team leaned on this intermediate to create a suite of analogues aimed at neurological targets, using the 7-bromo moiety to introduce various electron-rich and electron-deficient substituents. Product yields remained high, and the deprotection of the tert-butyl group allowed for easy downstream derivatization of the acid.

    For chemists working on targeted modifications for lead optimization, versatility matters more than almost any other factor. This compound’s carefully placed functionalities give scientists a toolkit for benzylation, etherification, and amide bond formation, supporting a steady pipeline of candidate molecules. Tough transformations, such as those requiring the introduction of sulfonyl, aryl, or alkynyl groups, become routine in the hands of a skilled synthetic team working with such an intermediate.

    Not every lab has the resources to invest heavily in route development. I’ve spoken with small teams who rely on intermediates like Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate to bypass weeks of method scouting and troubleshooting. These labs gain a competitive advantage simply by leveraging smart, dependable building blocks that support diverse reactions with minimal purification required between steps.

    Challenges and Real-World Solutions

    Despite its clear usefulness, the adoption of new intermediates sometimes faces skepticism, especially in conservative research teams. People worry about price, availability, and the learning curve for adapting new chemistry into existing workflows. Based on personal discussions with both academic and industrial chemists, concerns about compound cost often center on initial outlay. Yet in practical terms, labor and time spent developing bespoke intermediates far outrun the acquisition price of a high-quality reagent.

    The next concern reads like an old story: authenticity and documented purity. Labs depend on consistent sourcing and verified certificates of analysis. Fortunately, suppliers of Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate have responded to feedback with improved documentation, regular lot analysis, and, where possible, batch-specific NMR and mass spectra sent directly to the customer. Open communication between supplier and researcher builds confidence and reduces the adoption barrier.

    Handling and storage play another important role in successful use. The tert-butyl ester resists hydrolysis under normal conditions, but chemists remain vigilant about avoiding prolonged moisture exposure or excessive heating. Standard storage practices—cool, dry, and sealed containers—keep the compound stable for extended use. In practice, this means chemists can stock the material without worrying about sudden drops in quality, even after several months.

    The biggest obstacle often lies not in the compound itself, but in local chemistry know-how. Sourcing technical literature, consulting with colleagues, and reviewing case studies help teams get the most out of novel intermediates. Many research groups now share protocol adaptations and troubleshooting tips through open-access channels or informal networks, which enriches the chemistry community as a whole. This kind of open exchange fast-tracks technical mastery and widens access to effective reagents.

    The Broader Picture: Where This Compound Fits

    It's easy to overlook the significance of synthetic intermediates in the age of big-data drug discovery and AI-driven screening. Machines can spot molecular features faster than any human, but the process of making new molecules still rests squarely in the hands of experimental chemists. Over my years in the lab and in consulting, the value of reliable, multifunctional building blocks stands out time and again. Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate joins a growing family of chemical tools designed for speed, adaptability, and structural innovation.

    Pharmaceutical projects often call for late-stage diversification, where a single change to a molecule’s periphery leads to drastically different biological activity. The 7-bromo feature offers just that flexibility, acting as a crucial pivot point for chemists eager to push boundaries. Meanwhile, the tert-butyl carboxylate blends durability with ease of removal, giving teams the freedom to explore difficult chemistry without fighting their own starting materials.

    The rise of more complex molecular targets—those featuring multi-ring systems, fused backbones, and nonstandard substitution patterns—demands forward-thinking in reagent design. Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate gives researchers access to a proven template that lends itself to even the most demanding synthetic strategies.

    Supporting a Culture of Safety and Quality

    Every researcher knows that a single contaminated or misidentified intermediate can spell disaster. In some of the research groups I’ve worked with, strict quality control protocols became the norm—not just for peace of mind, but out of real-world necessity. Suppliers of specialty intermediates keep pace with updated regulations and best practices, ensuring that hazardous materials are shipped, labeled, and documented appropriately. Documentation assists with lab audits and supports regulatory submissions in pharmaceutical programs. This attention to detail on the supplier’s side mirrors the care demanded within the laboratory.

    Quality doesn’t start and end at the point of purchase. Analytical work—verifying chemical identity through NMR, observing melting point, and using mass spectrometry—forms part of the daily rhythm in research groups that handle sensitive or critical building blocks. Proper verification of incoming materials preserves research integrity and ensures that conclusions drawn about biological activity or synthetic efficiency rest on solid ground.

    Safety extends into waste handling and disposal, particularly for brominated intermediates. Modern laboratories maintain rigorous standards in chemical containment and collection, keeping environmental impact and personal safety at the forefront. Routine education and up-to-date procedural documentation aid not only compliance, but also help nurture responsible habits for the next generation of scientists.

    Paving the Way for Future Discoveries

    As molecular complexity rises in drug candidates, the tools chemists rely on must evolve in step. I’ve watched research flourish when teams shift focus from brute-force route development to fine-tuned manipulation using advanced intermediates. Products like Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate serve as launch pads for multiple exploratory programs, giving researchers the resources to test far-reaching ideas with fewer obstacles in the way. The speed with which an idea moves from concept to experiment can spell the difference between a missed opportunity and a key discovery.

    Smaller research teams, which often lack the infrastructure of larger organizations, benefit the most. Ready access to advanced building blocks skirts many of the limitations imposed by smaller budgets or less extensive technical resources. In practice, this means academic labs, biotech startups, and agile industrial teams play on a more level field, raising the collective potential of the broader scientific community.

    As more scientists focus on uncovering new targets and biological pathways—both for disease treatment and for understanding fundamental health mechanisms—the need for versatile, reliable intermediates grows. The simplicity and strength of a well-conceived building block cannot be understated. Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate reflects a new chapter in how chemists approach synthetic challenges, fostering both creativity and confident experimentation.

    Fact-Based Choices for Chemical Researchers

    In the pursuit of reliable data and meaningful results, chemical researchers turn to compounds with proven track records. The features found in Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate—strong resistance to premature hydrolysis, high compatibility with cross-coupling chemistry, selective deprotection under gentle conditions, and straightforward characterization—make it a resource for those prioritizing both innovation and efficiency.

    Feedback from peer-reviewed studies and direct lab experience supports these claims. For example, documented uses in the modification of isoquinoline-derived pharmaceuticals and in the construction of custom combinatorial libraries showcase the compound’s practicality and versatility. Data-driven reports highlight high yields and consistent performance in palladium-catalyzed couplings, with straightforward downstream processing.

    The accessibility of such a compound represents more than convenience; it stands as evidence of a market gradually aligning to the real, on-the-ground needs of working chemists. Reagent suppliers that listen closely to laboratory demands help drive progress, ensuring that product offerings match and anticipate the evolving landscape of pharmaceutical and academic research.

    Looking to the Future: Ideas to Build On

    A culture of continuous improvement defines both scientific discovery and chemical manufacturing. The story of Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate highlights the crucial interplay between sophisticated chemical design and accessible, day-to-day lab use. As new catalytic methods arise and the complexity of synthetic targets intensifies, expect demand for such finely-tuned intermediates to keep rising.

    Collaborative forums, open-access journals, and direct communication between suppliers and end-users all contribute to smarter, more efficient research. Ongoing education in best handling practices and broader dissemination of experimental protocols ensure that the adoption of novel reagents remains smooth and productive.

    Products that make the experimentalist’s life easier, while upholding top standards of safety, documentation, and utility, will keep chemistry moving forward. Tert-Butyl 7-Bromo-3,4-Dihydroisoquinoline-2(1H)-Carboxylate’s entry into laboratory workflows signals both a response to real laboratory needs and a readiness for what modern synthetic chemistry demands. As research goals evolve, compounds of this caliber will remain foundational for innovation, rapid progress, and quality science.