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Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate

    • Product Name Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate
    • Alias Tert-butyl 2-bromo-5,6,7,8-tetrahydrothiazolo[5,4-c]pyridine-5-carboxylate
    • Einecs 894-566-5
    • 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

    790681

    Chemical Name Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate
    Cas Number 1808432-66-7
    Molecular Formula C12H16BrNO2S
    Molecular Weight 318.23
    Appearance White to off-white solid
    Purity ≥95%
    Melting Point 71-74°C
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Solubility Soluble in DMSO, DMF
    Smiles CC(C)(C)OC(=O)N1CCSCC2=C1N=CC=C2Br
    Inchi InChI=1S/C12H16BrNO2S/c1-12(2,3)16-11(15)14-6-5-17-7-8-4-9(13)10(14)18-8/h4,8H,5-7H2,1-3H3

    As an accredited Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-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 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate

    Applications of Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate in Industrial Manufacturing

    As the original manufacturer, we serve pharmaceutical, agrochemical, and specialty chemical producers who require this intermediate for advanced downstream synthesis. The material’s unique heterocyclic structure makes it valuable for precise, regulated industrial applications.

    1. Pharmaceutical Intermediate for CNS Drug Synthesis

    Pharmaceutical companies use this compound as a key building block in the synthesis of central nervous system (CNS) active molecules. Its brominated thiazolopyridine core supports the construction of bicyclic and tricyclic pharmaceutical scaffolds through nucleophilic substitution and cyclization steps. Production environments use the material in multistep synthesis of small-molecule APIs targeting neurological and psychiatric indications. End users combine it with substituted amines, alkyl halides, or other heterocyclic intermediates. Formulation parameters depend on the reactivity of downstream reactants and specific molecular designs.

    Industry compliance standards

    • ICH Q7 Guidelines for Active Pharmaceutical Ingredients
    • EU GMP Part II – API manufacturing
    • USP-NF Quality Standards for raw materials
    • FDA 21 CFR Part 211 for finished pharmaceuticals

    Typical usage ratio

    • 10–25% as a molar equivalent in the core API scaffold formation, adjusted by final pharmaceutical molecule design and stoichiometric needs

    Downstream process integration

    • Added in initial or intermediate step of the API synthesis route via solid or solution-phase coupling, followed by purification and multi-step functionalization

    Final product types

    • Antipsychotic and anticonvulsant drug substances
    • Experimental CNS drug candidates
    • Patented small-molecule psychiatric agents

    2. Agrochemical Intermediate for Fungicide Formulations

    In the agrochemical industry, manufacturers utilize this raw material for developing pyridine-based fungicide actives. The structure supports efficient nucleophilic substitution, introducing active groups that deliver improved crop protection. Downstream processes often involve halogen exchange, carboxylation, or further cyclization. Producers formulate the resulting actives into concentrated dispersions or emulsifiable concentrate formats tailored to crop species and target pathogens.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • REACH Regulation (EC) No 1907/2006
    • ISO 1750:2015 – Pesticides and other agrochemicals
    • SCCS Guidance for Agricultural Chemicals (EU)

    Typical usage ratio

    • 15–30% in the synthesis route of the active ingredient; ratio varies based on the molecular load of the fungicidal compound and field application requirements

    Downstream process integration

    • Reacted in the first or second chemical transformation for the fungicide nucleus, followed by substitution and formulation adjustment steps before granulation or liquid blending

    Final product types

    • Pyridine-based fungicide technical concentrates
    • Crop-specific EC and SC product formulations
    • Seed treatment actives

    3. Fine Chemical Intermediate for Advanced Material Synthesis

    Specialty chemistry producers incorporate this intermediate during the design of advanced electronic materials, such as conductive polymers and OLED precursors. Its fused heterocycle supports customized functionalization, resulting in compounds with high electron mobility or targeted luminescent properties. Integrators tailor process conditions, using the intermediate for site-specific bromination or nitrogen introduction, to achieve desired electronic or photophysical performance in the final application matrix.

    Industry compliance standards

    • ISO 9001:2015 for chemical quality management
    • RoHS Directive 2011/65/EU for electronic chemicals
    • REACH chemical safety and handling standards
    • IEC 62474 Declarable Substances List (for electronics)

    Typical usage ratio

    • 5–15% by mol in synthesis of advanced heterocyclic additives or monomers; adjusted to achieve specific conductivity or optical properties in the end-use material

    Downstream process integration

    • Employed in the main coupling or substitution reaction, typically followed by polymerization or co-monomer addition depending on end-use application

    Final product types

    • OLED organic light-emitting materials
    • High-performance electronic polymer additives
    • Photonic or sensor-responsive polymers

    4. Building Block for Custom Heterocyclic Compound Synthesis

    Innovative chemical manufacturers and contract research organizations (CROs) utilize this intermediate to construct diverse heterocyclic motifs for specialty research chemicals and reference standards. The material’s carboxylate and bromine functionalities allow sequential transformations, including palladium-catalyzed cross-coupling and directed ortho-metalation, to access unique molecular frameworks. Labs and pilot plants set process controls to prevent side reactions and ensure batch traceability when synthesizing high-purity targets for analytical or research use.

    Industry compliance standards

    • GLP (Good Laboratory Practice) OECD Principles
    • ISO/IEC 17025 for analytical laboratories
    • Certificate of Analysis (CoA) and traceability systems
    • REACH for laboratory-scale chemical handling

    Typical usage ratio

    • 20–40% as a key fraction of the starting material load, specific ratio determined by the molecular weight and desired yield of the heterocyclic target

    Downstream process integration

    • Charged at the initial stage of multi-step synthesis; subsequent transformations and purifications carried out according to target structure

    Final product types

    • Reference grade heterocyclic standards
    • Bioactive screening molecules
    • Intermediates for structure-activity relationship (SAR) studies
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    More Introduction

    Introducing Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate: A New Chapter in Modern Chemistry

    Unlocking the Potential of Smart Molecular Design

    Walking through any research lab, you’ll often catch a mix of cautious optimism and skepticism about new chemical intermediates. Studying the toolkit that modern synthesis experts rely on, I notice the repeat appearances of smartly engineered molecules like Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate. Folks involved in pharmaceutical development or advanced material research understand how structure drives function. Just from the thiazolopyridine core alone, chemists see fresh opportunities for creating new compounds, especially where intricate ring systems add both stability and reactivity.

    The main draw with this molecule comes from its unique core. The thiazolo[5,4-c]pyridine system manages to pack nitrogen and sulfur into a bicyclic structure—an approach that seems tailor-made for medicinal chemistry. Experienced synthetic researchers see this as a powerful starting point for more complex bioactive molecules. The tert-butyl ester group attached to the ring opens up avenues for later modifications, often serving as a helpful mask during other reactions before getting swapped out.

    What Sets This Molecule Apart?

    There’s never just one reason for a molecule becoming a favorite in research. I remember more than one late-night debate about why certain reagents keep making it into every protocol. Model compounds like Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate pop up in those conversations, and it comes down to versatility. With the bromo substitution, chemists get a reactive handle for cross-coupling chemistry. Suzuki, Stille, and Buchwald-Hartwig reactions all lean on such aryl bromides, letting labs rapidly install new groups or elaborate on the molecular scaffold.

    Plenty of products line the shelves featuring simple bromo-substituted rings, but not many bring the complexity of a fused heterocycle along with an easily modified ester side chain. This specific formula balances reactivity and controlled selectivity. It’s easy to spot the difference when compared against straightforward pyridines or thiazoles. A standard pyridine derivative paints with broad strokes—a multitool for general applications. Here, researchers find a finer point, tuned for sophisticated medicinal chemistry or materials design.

    Everyday Uses and Practical Benefits

    You don’t need to look far to spot trends in research focusing on molecules with similar frameworks. I’ve watched teams spend months struggling to introduce new chemical functionality into rigid backbones, only to settle on intermediates just like this one. The beauty comes from its application: this molecule shows up in synthetic routes when building up libraries of kinase inhibitors, G-protein coupled receptor ligands, or exploring new chemical spaces for agrochemicals.

    You’re not going to see this molecule as an end product on a supermarket shelf. Instead, its value shows up behind the scenes. Think about the pressure medicinal chemists face to deliver selective drug candidates faster than ever—having a molecule like this cuts down on labor and time. The bromo group gives a ready site for metal-catalyzed coupling, allowing quick attachments of oftentimes complex aryl or alkyl pieces. The tert-butyl ester, on the other hand, stays put during a wide variety of transformations, shielding that spot until the rest of the scaffold is in place.

    I’ve seen similar scaffolds selected for early-stage drug discovery projects, especially once a research team feels out the biological landscape and wants to probe deeper SARs (structure-activity relationships). Here, small modifications to the thiazolo[5,4-c]pyridine core ripple out into noticeable effects in pharmacokinetics or target affinity, and being able to iterate modifications matters. Unlike more basic heterocycles, this option grants a spectrum of tunability. Plus, using the tert-butyl ester means a quick switch to a free acid or another ester after the main synthetic steps are done, sidestepping compatibility headaches.

    Comparing the Field: Why Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate Stands Tall

    Think of the hours I’ve spent hunched over catalogs, weighing the pros and cons of each intermediate. Many pyridine derivatives hit the same basic notes: aromatic stabilization, modest reactivity, and regular substitution patterns. Thiazoles, too, come up often but don’t always bring much beyond sulfur-driven reactivity. Hybrid frameworks like thiazolopyridine take what’s best from each, adding a layer of complexity perfect for specific molecular interactions.

    Other brominated thiazolopyridine compounds sometimes skimp on protective groups, which leads to tough handling or unwanted side reactions. With the tert-butyl ester installed, I’ve watched analysts note better yields and higher purity during multi-step syntheses. It can withstand a range of typical reaction conditions, especially basic or mildly acidic treatments. Contrast that with methyl esters, which too often hydrolyze prematurely, causing headaches down the road.

    Those who’ve slogged through late-stage reaction optimizations know the pain of untimely deprotection or side reactions. This molecule’s balance between stable protection and manageable removal beats out less forgiving analogs. Removing the tert-butyl group when needed happens easily under standard acidic conditions, freeing up the acid without harsh steps or dangerous reagents.

    Real-World Insight: From Lab Bench to Application

    I remember talking with a team leader in pharmaceutical R&D about the constant struggle to accelerate early-phase screening. Libraries based around simple, modular intermediates proved to be worth their weight in gold. A scaffold like this one allows modifications to be bolted on rapidly via palladium-catalyzed coupling, which can triple the pace of lead optimization. Project managers care about that because every week shaved off in pre-clinical development means shorter time-to-market and less attrition in the compound selection funnel.

    Researchers venturing into agrochemical discovery echo a similar story. By using a scaffold with reliable reactivity (courtesy of the bromo and tert-butyl sites), chemists skip lengthy trials testing for stability or troublesome side-products. Greater predictability helps maintain focus on screening biological effects rather than troubleshooting synthetic hiccups.

    Balancing Safety, Quality, and Utility

    One topic no responsible chemist can brush aside concerns handling and safety. While advanced intermediates unlock new tools for synthesis, they demand careful attention to best practices in the lab. Working with bromo aromatics means thinking about potential skin and eye irritancy, and sticking to fume hoods for transfers and reactions. From my own time supervising junior chemists, I’ve always stressed the value of gloves, proper labeling, and up-to-date safety protocols, especially once brominated intermediates come into play.

    Quality assurance also deserves a spotlight. Molecular complexity grows, so do the chances for unwanted side-products. To guarantee that the final compound hits expected purity, research teams lean heavily on NMR, LC-MS, IR, and sometimes single-crystal X-ray diffraction. Owning reliable protocols for purification—solid phase extractions or flash chromatography—prevents headaches during downstream reactions. Reporting feedback from real-world synthesis, I have seen that well-constructed rings, especially those bearing the tert-butyl group, make it easier to tease apart main products from similar-looking impurities.

    Robustness Under Modern Synthesis Conditions

    With so many methods at the chemist’s disposal, intermediates sometimes struggle to keep pace. Older functional groups tend to break under modern nickel or ruthenium catalysts. I have seen the robustness of Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate under carbon–carbon cross-coupling and amidation conditions. Even under high-throughput automation, the molecule delivers reliable conversions time and again, cutting downtime for purification and troubleshooting.

    Not all competitors hold up so well. Earlier cycles of R&D often leaned on simpler pyridines or thiazoles, but those would sometimes degrade or lose critical functionality under strong bases or during transition metal catalysis. The build of this scaffold stands out because both the ring system and the ester side-chain survive these challenges, and the bromine keeps its place until it’s time for purposeful transformation.

    Supporting Advances in Drug and Material Discovery

    Over the last decade, molecular discovery strategies have shifted toward platforms that can spin out diverse analogs quickly. A scaffold like this fits right into that workflow. It allows for parallel synthesis, gives strong handles for adding new functionality, and, due to its modularity, enables a whole suite of downstream modifications. Medicinal chemists and materials scientists alike benefit from these features, whether they’re trying to hit a precise receptor or build molecular electronics that rely on precise heteroatom placement.

    Here’s what gives this intermediate a practical edge: it acts as a true “plug and play” piece. Chemists swap the bromine out for a wide variety of aryl, alkyl, or heteroaryl groups, customizing the entire molecule for the needs of the project. The tert-butyl ester waits patiently until later in the synthesis, then can be clipped off with a mild acid treatment to unveil the carboxylic acid. That dual-functionality means less time spent retooling the rest of the synthetic plan.

    Fostering Trust Through Transparency and Consistency

    I have watched trust grow among researchers when a product gives consistent outcomes. Analytical transparency underpins confidence. Detailed batch information, reference spectra, and open dialogue about synthetic routes help scientists plan with fewer unknowns. The reputation of products like Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate gets cemented as labs observe batch-to-batch reliability, especially important when moving from milligram to gram scales—a step not all suppliers manage to support seamlessly.

    This sort of reliability means academic researchers and industrial chemists both keep coming back. Whether racing toward a grant deadline or scaling up for clinical trials, nobody wants to restart a sequence because a core building block performed differently than last month’s batch. Meeting demanding standards for purity and consistency drives the loyalty of end users.

    Supporting Green Chemistry and Responsible Innovation

    Forward-thinking chemists keep environmental stewardship close to heart. From personal experience working to comply with modern sustainability protocols, I see how vital it is when a building block fits principles of green chemistry. The stability of the tert-butyl ester allows for careful planning, minimizing wasteful protection-deprotection cycles. Fewer steps and less hazardous reagents add up, benefiting both the environment and the health of lab personnel.

    Advanced intermediates sometimes carry a reputation for demanding harsh conditions, producing large amounts of solvent waste. This isn’t the case here. With thoughtful design and efficient reactivity, synthesis can stick to milder conditions, often at lower temperatures and under less intensive solvent usage. Increased atom economy matters to both compliance and reputation, especially for research institutions now audited against broader sustainability metrics.

    Pathways Forward: Reimagining Resource Allocation

    Reflecting on the broadening responsibilities of the modern chemist, an intermediate like this allows time and resources to shift from repetitive troubleshooting toward more inventive work. I’ve sat through enough meetings mapping out the riskiest steps of a new synthetic route, and time and again, robust intermediates act as solid anchors. With reliable tools, energy and funding flow toward more innovative targets, rather than patching up failed experiments or sourcing ever-more exotic starting materials to hit the same result.

    The classroom, too, benefits. Younger chemists gain confidence when the molecules in their hands behave predictably, giving more opportunity to focus on understanding reaction mechanisms and optimization rather than unraveling mistakes from unreliable reagents. I’ve seen firsthand how the right set of intermediates feeds into better comprehension of complex transformations, growing the skills of the next generation.

    Collaborative Gains for Research, Industry, and Education

    Every field stands to gain from molecules engineered for versatility, stability, and safe handling. For industrial researchers, the time saved means reaching clinical milestones earlier, potentially delivering life-changing molecules to those who need them most. Academic labs take on more ambitious projects when core reagents are accessible and perform predictably.

    Real innovation often depends on the tools available. In my own experience, projects that once seemed out of reach were made possible as a result of new synthetic approaches leveraging robust intermediates like this one. The merging of creative planning and dependable chemical building blocks forms a crucial partnership in the ongoing effort to push boundaries in both medicine and advanced materials.

    Final Thoughts: Looking Ahead With Confidence

    Trust forms slowly in the chemical sciences. Each batch synthesized, every reaction planned, and each successful product delivered marks another line in a ledger of reliability. An intermediate such as Tert-Butyl 2-Bromo-6,7-Dihydrothiazolo[5,4-C]Pyridine-5(4H)-Carboxylate supports more than just a technical need—it feeds into a philosophy of precision and progress. For those designing the next generation of medicines, materials, or agricultural products, the confidence that comes from robust and thoughtfully engineered molecules shapes every downstream success.