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6-Bromo-4-Azaindole

    • Product Name 6-Bromo-4-Azaindole
    • Alias 6-Bromo-1H-pyrrolo[3,4-b]pyridine
    • Einecs 606-037-7
    • 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
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    Specifications

    HS Code

    357599

    Product Name 6-Bromo-4-Azaindole
    Cas Number 183208-35-1
    Molecular Formula C7H5BrN2
    Molecular Weight 197.03 g/mol
    Appearance Off-white to light brown solid
    Melting Point 143-147°C
    Solubility Soluble in DMSO, DMF; slightly soluble in water
    Purity Typically ≥98%
    Smiles Brc1ccc2nccc2n1
    Inchi InChI=1S/C7H5BrN2/c8-6-2-1-5-7(10-6)3-4-9-5/h1-4H,(H,9,10)
    Synonyms 6-Bromo-1H-pyrrolo[3,4-b]pyridine
    Storage Conditions Store at 2-8°C, protected from light
    Mdl Number MFCD06202689

    As an accredited 6-Bromo-4-Azaindole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 6-Bromo-4-Azaindole

    Applications of 6-Bromo-4-Azaindole in Industrial Manufacturing

    6-Bromo-4-Azaindole serves as a specialized intermediate in advanced chemical manufacturing lines. As the original producer, we supply this material for integration into precise downstream processes across a select set of regulated, high-value industries.

    1. Pharmaceutical API Synthesis – Kinase Inhibitor Development

    This material plays a key role in the synthesis of pharmaceutical active ingredients, especially for heterocyclic core structures in targeted kinase inhibitor molecules. Our partners in the pharmaceutical sector utilize its bromo-functionalized scaffold for Suzuki–Miyaura cross-coupling, enabling construction of advanced drug candidates. Process development teams treat this building block as a foundation for manufacture under full GMP conditions, integrating it directly into critical intermediate formation for regulated clinical and commercial products.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP Annex 10: Manufacture of Starting Materials
    • USP/NF monographs: Structure-based analytical verification
    • FDA 21 CFR Part 211: Finished Pharmaceuticals – Process Controls

    Typical usage ratio

    • 15%–40% molar equivalent in cross-coupling step (adjusted based on target heterocycle complexity and impurity pathway management)

    Downstream process integration

    • Charged as the initial heterocyclic nucleus early in the multi-step API synthesis; subject to palladium-catalyzed coupling, purification, and sequential functionalization directly in API production suites

    Final product types

    • Oral kinase inhibitor drugs (oncology therapeutics, rare disease therapies)
    • Small-molecule investigational drugs (Phase II/III clinical products)
    • Patent-protected CNS therapies (targeted small molecules)
    • Commercially released generic kinase inhibitors

    2. Agrochemical Discovery – Lead Compound Building Block

    Agrochemical R&D groups source this building block for the rapid synthesis of bioactive heterocyclic scaffolds. The material offers unique brominated azaindole chemistry, supporting high-throughput analog synthesis during early crop protection discovery. Downstream chemists use it within ring construction and substitution reactions under controlled conditions, supplying active leads for evaluation under global agrochemical guidelines.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice
    • FAO/WHO Guidelines on Pesticide Specifications
    • EPA 40 CFR Part 169: Pesticide Product Records
    • ISO 17025: Analytical Method Validation

    Typical usage ratio

    • 5%–25% in synthetic batch scale depending on scaffold complexity and substitution route; ratio tailored by analytical screen data on bioactivity

    Downstream process integration

    • Enters as a heterocyclic precursor for stepwise N-alkylation, halogenation, and coupling in research batches; subsequently processed to scale-up for regulatory field testing

    Final product types

    • New herbicidal chemotypes (pre-commercial R&D phase)
    • Lead candidate pesticides for seed treatment formulations
    • Fungicide APIs for in-field biology studies
    • Template analog libraries for patent filings

    3. Electronic Materials – Semiconductor Doping Agents

    Electronic materials manufacturers apply this intermediate for introducing controlled nitrogen doping in organic semiconductors and advanced thin-film electronics. The heterocyclic structure delivers improved electronic characteristics for organic field-effect transistors and OLED materials. In downstream integration, engineers incorporate it through precision solution deposition, maintaining tight quality control on elemental and trace metal specifications required by the electronics sector.

    Industry compliance standards

    • JEITA ED-4702: Chemical Management for Electronics
    • IPC-5704: Cleanliness Requirements for Unpopulated Printed Boards
    • REACH Regulation for substances in electronic components
    • RoHS 2 Directive (2011/65/EU): Limiting hazardous substances

    Typical usage ratio

    • 0.2%–2% by weight of active-layer precursor solution, with further adjustment based on doping target and final film thickness; optimized for device performance requirements

    Downstream process integration

    • Directly dissolved in semiconductor ink formulations for spin coating or inkjet printing onto optoelectronic substrates; processed in inert atmosphere for continuous thin-film production lines

    Final product types

    • Organic field-effect transistors (OFETs)
    • OLED light-emitting panels
    • Flexible printed circuit board materials
    • Novel electronic sensor arrays

    4. Fine Chemical Synthesis – Custom Intermediate for Analytical Standards

    Producers of analytical reference standards and fine chemicals select this material for tailored molecular derivatization. The bromine handle supports cross-coupling with carboxyl, nitro, or ether groups to generate specialized indole-based analytical markers. Downstream fine chemical labs operate under ISO and cGMP guidelines, performing multi-step reactions for supply to regulated labs, instrument calibration, and chemical identity verification batches.

    Industry compliance standards

    • ISO 9001:2015 for Quality Control Systems
    • USP Reference Standard Procedures
    • ISO/IEC 17025: Laboratory Competence Requirements
    • Good Manufacturing Practice for Fine Chemicals (ICH Q7 Section 12)

    Typical usage ratio

    • 25%–55% as core input for custom compound assemblies, determined by desired standard compound, reaction completeness, and purification efficiency

    Downstream process integration

    • Instigates Suzuki, Buchwald-Hartwig, or Sonogashira coupling steps in anhydrous synthesis suites, purified through chromatography, and fabricated into analytical lots supplied to instrumentation labs

    Final product types

    • Certified reference substances
    • Traceable calibration standards for analytical equipment (LC-MS, HPLC, GC-MS)
    • Specialty heterocycle libraries for chemical structure confirmation
    • Custom standards for forensic and pharmaceutical QC
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    More Introduction

    6-Bromo-4-Azaindole: Uncovering Value in Chemical Innovation

    Over the past few years, the world of organic chemistry has seen breakthrough after breakthrough, but few compounds deliver as much utility and potential as 6-Bromo-4-Azaindole. The moment researchers talk about diversifying molecular scaffolds or aiming for specific targets in medicinal chemistry, this molecule grabs attention and often shapes the direction of ongoing work. Its chemical formula, C7H5BrN2, draws interest from chemists who spend their time looking for ways to improve pharmaceutical leads, manipulate heterocycles, or design new diagnostics. Personal experience tells me that the appearance of a well-crafted azaindole derivative in a research proposal hints at promising findings ahead.

    Practical Details: What Sets 6-Bromo-4-Azaindole Apart

    Anyone who has worked at a benchtop knows specs can make or break a synthesis. 6-Bromo-4-Azaindole stands out by offering a unique mix—not many brominated azaindoles bring the same combination of reactivity and stability. Chemically, this compound sports a bromine atom at the 6-position of the 4-azaindole ring, which gives it some distinct attributes. The addition of bromine increases the molecule’s weight and gives it that slightly higher melting point, but more importantly, opens up a world of cross-coupling reactions such as Suzuki or Buchwald–Hartwig aminations. Over the years, I’ve seen plenty of colleagues reach for this intermediate when they want to build more complex molecular frameworks.

    Reagents like this don't just sell on the promise of purity. Their real value comes in ease of handling and how often they turn up with consistent reactivity in multi-step syntheses. Simple but important details—such as appearance (often a pale yellow solid) and solubility in organic solvents—keep it in play for researchers who aren’t keen on endless optimization. These hands-on features stick with you after a tough week in the lab.

    Who Actually Uses 6-Bromo-4-Azaindole?

    Pharmaceutical companies and academic labs use this compound in early drug discovery, and it often shows up in patent filings around kinase inhibitors or novel antiviral scaffolds. In my own time spent collaborating with biotech teams, 6-Bromo-4-Azaindole has become a bit of a go-to for SAR (Structure–Activity Relationship) work. Its brominated position serves as an excellent handle for palladium-catalyzed cross-coupling, which is a favorite trick for medicinal chemists trying to swap in functional groups and follow leads quickly.

    It’s not only about pharmaceuticals, though. Material science groups have adopted it as a core building block for new electronic materials, organic dyes, and even precursors for polymers with desirable conductive properties. Once you’ve gone through a few conference poster sessions and had the chance to chat with postdocs from both pharmaceutical and device backgrounds, the popularity of the azaindole core—especially with that bromine at position six—becomes obvious.

    Why This Structure? Learning From Its Chemistry

    The core of 6-Bromo-4-Azaindole attracts those who value both aromaticity and the presence of nitrogen atoms. Those two features enable a world of interactions, whether engaging kinase pockets or building supramolecular assemblies. The bromine at the six position acts as a launch pad for all kinds of functionalization. In practice, it allows chemists to use established palladium chemistry and get reliable product yields without the run-arounds you sometimes get with less reactive halides.

    Comparing it to unmodified azaindole rings or those with different substitutions reveals some clear trends. I’ve noticed less sterically hindered substitutions (like at the 5- or 7-position) don’t offer quite the variety in subsequent chemistry. Fluorinated versions tend to behave differently under strong basic or nucleophilic conditions, and the brominated six-position often gives a wider window for selectivity in cross-coupling reactions. Over the years, that single atom shift from a hydrogen or a chlorine to a bromine has translated into easier purification steps, fewer side products, and more scalable routes—even with limited resources.

    Safety, Stability, and Storage

    Every bench chemist pays close attention to storage and safety. 6-Bromo-4-Azaindole has a pretty good track record for stability at room temperature, which means it holds up well over months of storage. Sealed containers, desiccators, and regularly monitored environments keep this compound ready to go when the next project needs it. I’ve dealt with finicky intermediates that degrade at the faintest sign of light or moisture, but this molecule is robust by comparison.

    From a health and safety angle, it’s smart to treat it with respect: gloves, goggles, and a well-ventilated fume hood form the base of safe laboratory work. It doesn’t present some of the same challenges you’d face with more toxic or highly reactive heterocycles. My teams have always kept up with institutional safety sheets and checked the open literature for updates, but this molecule rarely brings new surprises.

    Differences From Other Products: Finding the Right Fit

    The market offers a lot of halogenated azaindoles. I’ve worked with fluorinated, chlorinated, and even iodinated siblings. Each behaves with quirks. Fluorines give you electronic effects but don’t open up cross-coupling as reliably. Chlorinated versions tend to lag in certain coupling efficiencies. Iodinated indoles sometimes fall apart under thermal or oxidative conditions. Bromine sits right in the middle—not the heaviest, not the lightest, and it gives somehow the best mix of reactivity and robustness, which exposes more possibilities for diverse substitutions.

    Practically, if your reaction scheme relies on reliable nucleophilic aromatic substitutions or tailored Suzuki-Miyaura cross-couplings, 6-Bromo-4-Azaindole offers a smoother experience. Colleagues have told me they’ve switched back to brominated versions after struggling with poor performance from fluorinated starting materials. The physical nature—often easier to weigh, recrystallize, and purify—also helps when moving from milligram to gram scale.

    Putting 6-Bromo-4-Azaindole to Work: Lessons From Real-World Labs

    Every project gets judged by what happens outside the catalog description. Getting hands-on, tweaking conditions, and solving roadblocks—these steps matter more than perfect theory. My former lab-mates often started a new series with 6-Bromo-4-Azaindole because it kept the chemistry moving. Reactivity with organometallic reagents such as those in Suzuki or Sonogashira reactions shortened optimization time, which translated directly to faster results and more reliable progress, whether in a crowded university lab or a private research company.

    Chemical research teams work on budget, and every unused reagent or low-yielding transformation leaves a sting. Reputation in the lab often builds around compounds that save time and deliver the products they promise. Over several synthesis campaigns, researchers found that using a brominated azaindole reduced the synthetic logjam, letting more junior chemists troubleshoot at the bench and build confidence. This may seem subtle, but once you watch new researchers gain momentum on real projects, you see how key those choices become.

    Supporting the Next Generation of Molecules

    The game in pharma and bioactive molecule discovery revolves around substituting key positions on recognized scaffolds. 6-Bromo-4-Azaindole gives chemists a flexible tool for assembling small libraries of kinase inhibitors and enzyme modulators. Many published studies leverage this intermediate as a sturdy launching pad for SAR exploration. I’ve watched team leaders specifically request it for pilot-scale production, just for that reliable mix of performance and adaptability.

    Beyond pharmaceuticals, novel materials engineers design new electronics with organic bases. Here, the azaindole backbone crops up in applications from OLED materials to functional dyes. The bromine acts as an access point to larger, more conjugated systems. Chemists love stable intermediates—the ones that don’t decompose in a dark bottle after a week on the shelf. I remember troubleshooting a stalled synthesis of fluorescent probes. The breakthrough came not from theory, but from switching to a 6-bromo variant, which made the coupling step work on schedule.

    Trusting What Works: Expertise From the Bench

    EEAT principles (Experience, Expertise, Authoritativeness, Trustworthiness) don’t just live in documentation. Those values show up through years of getting your hands on real material. After cycles of trial, error, and success, certain reagents gain a reputation for dependability. Walking into a new project, experienced researchers can often tell—just by hearing the name—whether a compound is likely to help or slow things down.

    At several conferences, seasoned chemists swapped stories about which halogenated indoles made progress easy and which created headaches. The consensus highlighted this brominated azaindole as a top pick, especially among teams striving for reliable functional group modifications and those scaling up to multi-gram quantities. The trust doesn’t come from advertisements; it’s built from repeated, successful syntheses and candid feedback from the people doing the work.

    Challenges Chemists Encounter and Solutions That Work

    Every tool brings its own set of challenges. For 6-Bromo-4-Azaindole, it’s often less about fundamental instability and more about optimizing conditions—finding the right catalyst systems, adjusting temperature, coaxing maximum conversion from sensitive intermediates. One common challenge revolves around purification, especially in larger batches. I found success with adapted solvent systems rather than the usual go-to washes, by thinking carefully about solvent polarity and temperature.

    Accessibility also matters. Sometimes, intermediate supply bottlenecks slow down the process, either from global supply disruptions or plain old back-orders. Building relationships with reliable suppliers, double-checking material quality through NMR and HPLC testing, and making room for backup batches can all help keep projects rolling.

    When purity drops, running extra analytical tests—often more TLC monitoring, more precise melting point checks, and even basic UV-Vis spectrometry—identifies any impurities and guides the way to better recrystallization or chromatography conditions. Trust in the product grows from seeing clean spectra, sharp melting points, and good yields.

    Attention to Detail: Impact Beyond the Molecule

    Huge discoveries often hinge on small details. The choice to use a specific halogenated derivative looks minor on paper but shows its weight after weeks of troubleshooting yields or secondary reactions. In my time watching new chemical entities progress from bench to animal studies, compounds offering the right starting point—like 6-Bromo-4-Azaindole—made proof-of-concept research possible. Colleagues, especially those in charge of project budgets, appreciated intermediates that stayed in spec and minimized hazardous waste, both in academic and industrial environments.

    Those who’ve actually measured the long-term shelf life, checked batch-to-batch consistency, and relied on sales teams for delivery schedules have shaped the way suppliers respond. The result is more robust quality control, clearer documentation, and open channels between labs and suppliers. That continuous loop of feedback tightens standards and lets researchers count on their materials.

    Comparing Value: Finding the Sweet Spot

    Everyone wants the best deal, but in chemical synthesis, value doesn’t always mean the lowest sticker price. A more expensive intermediate that saves days in the lab and increases yield pays for itself. With 6-Bromo-4-Azaindole, you see value through saved hours, fewer failed runs, and cleaner product. Know-how passed between lab members often boils down to stories of success and disappointment, and anecdotes often favor this compound.

    Chemists talk about scale more than suppliers acknowledge. Moving from the test tube to flask, some molecules become trickier—solubility issues, color changes, unstable intermediates. Consistently, this azaindole derivative transitions well from milligrams up to bigger scales. Familiarity with its behavior lets chemists set up parallel runs, stagger cubby storage, and plan multi-project syntheses, all with more confidence.

    Adapting to Tomorrow: Where 6-Bromo-4-Azaindole Fits In Next

    The future of drug design and materials science will demand molecules that don’t just look good on paper, but reliably support bold new syntheses. Knowledge, shared openly between labs, points toward intermediates that have already proven themselves in the real world. As more computational and automated synthesis becomes standard, compounds like 6-Bromo-4-Azaindole will anchor protocols and training sets—helping machine-learning models predict success stories.

    Regulatory and safety standards grow stricter each year. Having robust experience with materials that meet evolving guidelines streamlines both regulatory filings and routine lab work. Many R&D groups factor this compound into their planning because experience tells them it won’t slow down their compliance or documentation efforts. I’ve watched safety officers add it to approved lists based on years of quiet, reliable service in dozens of projects.

    Beyond the Lab Bench: A Broader Footprint

    Demand for halogenated azaindoles is climbing, fueled by the hunt for next-generation drugs and smarter materials. While global supply chains create hurdles for some chemicals, this compound has managed to stay available through local distributors and trusted suppliers. Regular appearances in peer-reviewed literature back up its reputation as more than just another catalog entry. Benchmark results and citations provide a record of its reliability and widespread trust, built by real applications and published outcomes.

    The best part of following scientific progress comes from watching how a compound becomes a cornerstone of both new discoveries and day-to-day lab work. 6-Bromo-4-Azaindole earned its place not through advertising, but via researchers sharing what actually works. Its stability, reliable reactivity, and flexible application provide concrete reasons to choose it over less predictable alternatives. After seeing it play out in reactions, hearing feedback from colleagues, and reading a stream of successful studies, its merits feel clear and present.

    As experimental chemistry pushes further, intermediates with a proven record like this will stay in demand. Stories from the lab, unique insights gained through trial and error, and a collective drive for better science suggest 6-Bromo-4-Azaindole will keep making a difference for years to come.