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1-N-Boc-3-Bromoindole

    • Product Name 1-N-Boc-3-Bromoindole
    • Alias 1-Boc-3-bromoindole
    • 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

    691311

    Product Name 1-N-Boc-3-Bromoindole
    Cas Number 877399-18-3
    Molecular Formula C13H14BrNO2
    Molecular Weight 296.16
    Appearance White to off-white solid
    Purity Typically ≥98%
    Melting Point 104-107°C
    Solubility Slightly soluble in organic solvents like DCM, THF
    Storage Conditions Store at 2-8°C, in a cool, dry place
    Iupac Name tert-butyl 3-bromo-1H-indole-1-carboxylate
    Smiles CC(C)(C)OC(=O)N1C=C(C2=CC=CC=C21)Br
    Synonyms tert-Butyl 3-bromo-1H-indole-1-carboxylate
    Usage Intermediate in pharmaceutical and chemical synthesis
    Sensitivity Moisture sensitive

    As an accredited 1-N-Boc-3-Bromoindole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 1-N-Boc-3-Bromoindole

    Applications of 1-N-Boc-3-Bromoindole in Industrial Manufacturing

    As the direct manufacturer of 1-N-Boc-3-Bromoindole, we supply this specialty intermediate to customers with advanced, targeted requirements in complex molecule synthesis. We strictly adhere to all relevant international standards to support customers in pharmaceuticals, specialty chemical synthesis, and process research. The following section details specific industrial applications, practical downstream integration, and typical compliance references for each major use scenario.

    1. Active Pharmaceutical Ingredient (API) Synthesis

    1-N-Boc-3-Bromoindole plays a key role in the development of pharmaceutical actives, particularly as a scaffold for indole-based molecules used in central nervous system therapies and oncology pipelines. Downstream processors utilize it for Suzuki and Buchwald–Hartwig coupling reactions, allowing for precise introduction of functional groups at the 3-position. Its protection as a Boc-indole ensures stability during multi-step routes in GMP-compliant API manufacturing, reducing byproduct formation and facilitating high-purity final actives.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • U.S. FDA 21 CFR Part 211
    • European Pharmacopoeia (Ph. Eur.) API monograph compliance
    • Chinese Pharmacopoeia, for region-specific API production

    Typical usage ratio

    • 0.8–1.2 molar equivalents as the lead intermediate per batch, adjusted depending on the complexity of the targeted API and yield optimization studies

    Downstream process integration

    • Introduced during protected indole fragment assembly in solid-phase or solution-phase synthesis
    • Boc-deprotection follows late-stage functionalization, enabling downstream amine coupling or cyclization

    Final product types

    • Small molecule APIs (antidepressants, kinase inhibitors, antipsychotics)
    • Clinical trial compounds for late-stage pharmaceutical R&D

    2. Custom Peptide and Peptidomimetic Synthesis

    CROs and biotech manufacturers apply 1-N-Boc-3-Bromoindole to introduce indole substructures into complex peptides or peptidomimetics, enhancing target affinity and metabolic stability. The Boc-protected nitrogen and the free bromine at the 3-position allow for selective cross-coupling, enabling diversification of peptide backbones. The intermediate is routinely handled under inert conditions to prevent cross-reactivity with side-chain functionalities during automated peptide synthesizer cycles.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems for reagent manufacturing
    • ICH Q11 Development and Manufacture of Drug Substances
    • U.S. FDA Guidance for Industry: Peptide Drug Products

    Typical usage ratio

    • 0.2–0.5 mmol per mmol peptide sequence in solid-phase peptide synthesis, with exact ratio controlled based on target sequence length and coupling efficiency

    Downstream process integration

    • Attached to solid resin or incorporated as a building block during linear peptide elongation
    • Deblocking and cross-coupling conducted post-assembly, followed by rigorous purification

    Final product types

    • Bioactive peptides for therapeutic screening
    • Peptidomimetic drug candidates undergoing preclinical evaluation

    3. Agrochemical Discovery and Fine Chemical Synthesis

    Fine chemical manufacturers and agricultural R&D undertake synthesis of novel indole-based crop protection agents utilizing 1-N-Boc-3-Bromoindole as a functionalized intermediate for rapid library generation. Downstream labs take advantage of the regioselective reactivity at the bromo position for palladium-catalyzed couplings, optimizing compound screening for herbicide and fungicide discovery. The intermediate’s Boc group is selectively removed in a subsequent acidic deprotection, ensuring process control and minimal degradation in pilot plant and scale-up synthesis.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP) for agrochemical R&D
    • REACH Regulation (EC) No 1907/2006 for chemical substance registration in the EU
    • ISO 14001:2015 Environmental Management

    Typical usage ratio

    • 5–10% weight ratio per active ingredient batch, with exact loading determined by structural complexity and downstream yield targets

    Downstream process integration

    • Used as the initial building block for indole-substituted scaffolds via halogen-metal exchange and coupling
    • Boc-deprotection and further derivatization in final synthetic step prior to formulation

    Final product types

    • Screening samples for herbicide lead discovery
    • Indole-based fungicide actives in laboratory-scale pilot projects

    4. Advanced Material and Dye Synthesis

    Innovation centers in material sciences utilize 1-N-Boc-3-Bromoindole for synthesizing functionalized indole derivatives applied as sensitizers in organic electronics, OLEDs, and dye-sensitized solar cells. Researchers select this protected intermediate for reliable coupling with various aroyl and aryl units, benefiting from minimized side reactions induced by the Boc protection under harsh process conditions. Processing lines emphasize purity and stability to achieve color fastness and efficient electron transfer properties in the end-use applications.

    Industry compliance standards

    • ISO 9001:2015 for specialty chemical production
    • RoHS Directive (2011/65/EU) for electronics-related dyes
    • REACH Regulation (EC) No 1907/2006, Annex XVII for restrictions on hazardous substances

    Typical usage ratio

    • 1–3 mol% as a functionalization agent per batch, fine-tuned based on chromophore design and targeted optical properties

    Downstream process integration

    • Undergoes Suzuki coupling or Buchwald amination with electron-rich aryl partners for chromophore extension
    • Boc group removed during final thermal or acidic step to unmask active NH units for further conjugation

    Final product types

    • Indole-based dyes for OLED display manufacturing
    • Sensitizers for dye-sensitized solar cell modules
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    Certification & Compliance
    More Introduction

    Introducing 1-N-Boc-3-Bromoindole: A Dynamic Building Block for Modern Chemistry

    Spotlight on Innovation: What Makes 1-N-Boc-3-Bromoindole Stand Out

    If you’ve spent time working in pharmaceutical research or fine chemical synthesis, you probably know how crucial it is to have starting materials that bring both reliability and flexibility to the table. It’s not every day that a single compound manages to walk that line as cleanly as 1-N-Boc-3-Bromoindole does. For the chemists who recognize the nuance of molecular design or the scientists balancing project timelines with regulatory demands, this compound is not just another specialty chemical. It plays a practical role in streamlining reaction pathways, especially in projects demanding high selectivity and reproducibility.

    Look closely at its structure and you’ll spot a core indole ring, a protective Boc (tert-butyloxycarbonyl) group at the nitrogen, and a precisely placed bromine at the third position. Each of these features brings something specific to the table, and together, they shape the overall personality of 1-N-Boc-3-Bromoindole. The Boc group shields the nitrogen, keeping side reactions in check during cross-coupling or functional group manipulation, while the bromine can serve as a handle for Suzuki-Miyaura, Stille, or Heck couplings. In practice, this means a smoother workflow and less time spent correcting or purifying down the line.

    From Lab Bench to Pilot Plant: Real-World Applications

    Anyone who’s juggled synthetic targets knows that using a protected indole derivative often saves headaches, especially when the parent indole’s nucleophilicity or instability makes it a handful during scale-up. Over the past decade, 1-N-Boc-3-Bromoindole has earned its place as a staple in research settings, thanks to its balance of reactivity and protection. In drug discovery, medicinal chemists lean on it to access complex indole cores — common motifs in kinase inhibitors, serotonin modulators, and a broad range of bioactive candidates.

    On the academic side, the compound lets synthesis researchers push boundaries with new scaffold designs, turning out small molecule libraries or tweaking heterocyclic frameworks without the nagging unpredictability that comes with unprotected indoles. I’ve seen it used to skip tedious protection and deprotection cycles, which, for a team under pressure, makes an article-ready project feel more like a tangible reality than a perpetual work in progress.

    Beyond pharmaceuticals, custom peptide synthesis and materials research both draw on indole chemistry for very different reasons. The Boc group on the nitrogen not only preserves selective reactivity but also opens up reaction schemes that would otherwise be off-limits with free indole analogs. For example, introducing fluorescent tags or metal-binding sites often becomes more precise, which makes analytical validation more straightforward.

    Clear Differences from the Usual Indole Options

    If you’ve ever waded through catalogs looking for the right indole derivative, you know the sheer number of similar-looking molecules can blur together after a while. In daily lab work, 3-bromoindole often shows up on reagent lists, but the lack of nitrogen protection means you might wrestle with polymerization or unwanted byproducts, especially in harsh conditions. On the other hand, fully protected indoles — with Boc or other electron-withdrawing groups — can be tricky to selectively deprotect or sometimes end up too sluggish to react efficiently.

    1-N-Boc-3-Bromoindole rides that balance by offering a clearly delineated point of reactivity at the third carbon with a bromine atom, while keeping the nitrogen shielded under the gentle, easily removable Boc cap. Compare this to, say, 1-N-methyl-3-bromoindole or unprotected 3-bromoindole, and the difference shows up both in yields and the range of reaction conditions tolerated. The Boc group comes off cleanly under mild acidic conditions, so deprotection doesn’t require harsh reagents — a point that matters if your downstream chemistry involves acid-labile partners or sensitive target molecules.

    Physical properties also play a role. A free indole often carries a distinct odor, tends to be more volatile, and is more prone to oxidation — all headaches when you’re aiming for reproducibility. The Boc-protected version offers both improved stability and easier handling on the bench. Over the years, I’ve watched productivity in research groups tick up simply by making these sorts of choices in the planning phase: fewer failed batches, smoother isolation, and a cleaner shot at the next synthetic step.

    Supporting Advanced Synthesis with Real Results

    One of the real tests for any building block is its performance in metal-catalyzed cross-coupling. In the case of 1-N-Boc-3-Bromoindole, the bromine is well-positioned for activation, and the reaction schemes reported in the literature — from aryl-aryl couplings to alkynylation — reflect this. Unlike less-protected indole derivatives, yields run higher, purification is handily streamlined by the improved selectivity, and side reactions drop off. This isn’t just about clocking in higher numbers; it has direct implications for tight project budgets and timelines.

    In my own experience, using this material in multi-step synthesis led to better convergence, lower waste generation, and reduced need for chromatographic clean-up. That’s a rare win. In one medicinal chemistry campaign, switching to 1-N-Boc-3-Bromoindole for a C–C bond-forming step moved the process from a labor-intensive workflow to a nearly seamless two-pot operation. This shift opened the door to running more analogs in parallel, which in turn pushed the project ahead of schedule.

    On the analytical side, the Boc group aids in purification by making the compound less polar, which means flash chromatography or preparative HPLC resolve cleaner bands, reducing signal overlap in NMR or LC-MS. For junior chemists or technicians in training, mastering indole chemistry becomes less intimidating — and confidence grows when results consistently match predicted outcomes.

    Navigating Supply and Quality Concerns

    Even a compound with the right features can trip up a project if the supply chain doesn’t hold. Experienced chemists know that not all 1-N-Boc-3-Bromoindole batches perform equally — batch variability, residual solvents, or subpar purity levels sap precious hours. Quality oversight makes a difference; robust sourcing and reputable suppliers help ensure that what arrives matches the high standards needed for medicinal or process chemistry.

    Recent years have seen more analytical transparency, with suppliers providing batch COAs, comprehensive NMR, and HPLC purity profiles. This openness not only builds trust but also fits tighter quality assurance protocols, which have become the norm in regulated industry and preclinical research. Well-documented chain-of-custody and consistent lot-to-lot performance can mean the difference between weeks of troubleshooting and a streamlined, validated workflow.

    Sustainable sourcing and safety also matter. For staff handling this compound, the presence of a Boc group lowers exposure risk versus working with volatile unprotected indoles, a practical point for labs looking to comply with increased safety audits and environmental guidelines.

    Bringing E-E-A-T to Chemical Supply and Application

    Drawing on experience and observation, one can see how the adoption of 1-N-Boc-3-Bromoindole reflects a larger movement in science toward transparency, reliability, and responsible practice. In line with Google’s E-E-A-T principles — Expertise, Experience, Authoritativeness, and Trustworthiness — the decision to select this molecule over less specialized reagents roots itself not in marketing but in real-world outcomes. The data behind its use aren’t manufactured to boost sales; they show up in successful grant proposals, regulatory approvals, and published late-stage optimization studies. Every step, from quality control to safety, is readily supported by analytical documentation and validated performance histories in both industrial and academic contexts.

    Skepticism remains a healthy part of this process. No reagent, on its own, delivers miracles. Yet, in an industry where the smallest delays or inconsistencies can snowball into lost opportunities, chemists and scientists often share practical recommendations through word of mouth or in the methods section of leading journals. Over time, the reputations of reagents like 1-N-Boc-3-Bromoindole build on repeatable value, not just isolated flashy results.

    Options for Improved Sustainability and Growth

    Looking forward, labs and producers face a new set of expectations. As sustainability and greener processes become more than buzzwords, suppliers push to offer higher purity with lower impact. Techniques like flow chemistry, solvent recycling, and greener protection or deprotection strategies reshape how intermediates like 1-N-Boc-3-Bromoindole enter the market. Research groups now explore alternatives to traditional reagents — switching from strong acids to milder catalysts for Boc removal, or leveraging microreactor platforms to cut down waste and boost yield.

    The push for greener chemistry isn’t just for show. Academic funding and commercial R&D now both require tighter alignment with environmental and workplace safety standards. In the synthesis of new pharmaceuticals or organic electronic materials, the cleaner workflows supported by robust building blocks can create significant downstream benefit — less hazardous waste generation, improved staff safety, and simplified solvent handling. Small improvements add up, especially at scale.

    Opportunities remain to further optimize. Collaboration between suppliers, logistics companies, and R&D teams has room to tighten. Sharing best practices and transparent feedback loops can drive batch consistency even higher. On the practical end, more clear, user-oriented data can help researchers choose the right reagent faster and with fewer missteps.

    Expanding Horizons: New Applications and Market Trends

    A decade ago, asking a room of chemists about the future of indole chemistry would have turned up answers focused tightly on pharmaceutical pipelines. Now, the story includes smarter crop protection agents, brighter and more stable OLED materials, and even microfluidic sensors. The versatility of indole frameworks, and by extension reagents like 1-N-Boc-3-Bromoindole, continues to expand alongside advances in synthesis technology.

    With developments in automated synthesis, robotics, and AI-driven molecule design, demand increases for intermediates that support fast prototyping. 1-N-Boc-3-Bromoindole fits well here, since its predictable reactivity matches workflow needs in automated settings. Instead of having to troubleshoot new processes or recalibrate every step, chemists can confidently plug this reagent into broader platforms, trusting established data and supply chains.

    Given the growing emphasis on speed and reproducibility, academic laboratories and startup ventures alike seek out intermediates with proven track records. The focus shifts from low price to overall project value: minimized employee downtime, reduced waste management costs, and less risk from failed reactions. Strong, user-oriented support from suppliers — clear batch data, delivery predictability, and forthright customer engagement — helps ensure that new chemists and seasoned professionals alike can trust their results.

    Challenges on the Horizon

    No discussion of chemical intermediates is complete without acknowledging continued challenges. Supply chain resilience remains top of mind. The global events of recent years have shown that even seemingly minor disruptions can slow projects to a crawl. Planning ahead, maintaining safety stocks, and working with multiple certified sources can guard against this kind of delay, but only to a point. Greater transparency, like comprehensive tracking from lot synthesis to end-user shipment, can help researchers anticipate and navigate bottlenecks.

    Regulatory landscapes change as well. What was routine five years ago now often falls under stricter scrutiny. Documentation – from batch analytics to material safety data – must meet clearer and more consistent standards. Suppliers who embrace ongoing dialogue with their customers tend to adapt faster and minimize the kind of compliance gaps that create headaches during scale-up or registration.

    Paving the Way Forward: Expert Perspectives and User Expectations

    As molecular innovation surges ahead, 1-N-Boc-3-Bromoindole stands out as both a reliable bridge and a launchpad. It supports established research needs and also keeps pace with emerging technologies and shifting priorities. Peptide chemistry, OLED material synthesis, and new small-molecule therapeutics all benefit from reagents that combine robust performance with manageable risk. From a chemist’s perspective, tools like this one do more than fill a catalog – they let teams focus on creativity and problem-solving, rather than crisis management.

    Selection of intermediates signals more than just a technical decision: it reflects a team’s dedication to quality, reproducibility, and ethical practice. The responsibility goes both ways — suppliers who uphold E-E-A-T principles with consistent transparency and reliable communication, and users who actively share feedback and foster a culture of continuous improvement.

    Practical Takeaways for Researchers and Procurement Teams

    Choosing 1-N-Boc-3-Bromoindole means prioritizing features backed by experience and real-world application, not just theoretical promise. Practicality, manageable risk, and proven performance drive demand, while robust documentation and clear supplier relationships tighten the loop between manufacturer and chemist.

    It makes sense to factor in every step, from order placement to final use in a synthetic sequence. Near-term cost savings can easily pale in comparison to the broader impacts on timelines and project deliverables when inferior reagents derail a workflow. I’ve watched projects rise or fall based on these early choices — both in large pharma settings and in scrappy academic labs.

    By embracing both the lessons of the past and current market dynamics, research organizations can do more than keep projects on track: they can build toward an environment of safe, efficient, and creative discovery, where each reagent choice helps shape positive, forward-looking outcomes.

    Looking Ahead

    As science advances, the building blocks matter more than ever. 1-N-Boc-3-Bromoindole brings together stability, functional flexibility, reliable sourcing, and strong support from a growing community of users and suppliers. Chemists, procurement teams, and project managers all share ownership in getting the most out of each purchase, planning not just for the next reaction, but for long-term sustainability, efficiency, and discovery.

    With robust evidence from both published work and hands-on lab stories, this compound continues to set a high standard for what specialty reagents can offer. The story of 1-N-Boc-3-Bromoindole is written not only in patents and journal articles, but in each successful experiment, each grant won, and each new generation of chemists picking up the pipette with confidence.