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4-Bromo-6-Chloro-7-Azaindole

    • Product Name 4-Bromo-6-Chloro-7-Azaindole
    • Alias 4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine
    • Einecs EINECS 681-508-3
    • 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

    196321

    Productname 4-Bromo-6-Chloro-7-Azaindole
    Casnumber 877399-52-9
    Molecularformula C7H4BrClN2
    Molecularweight 231.48
    Appearance Light yellow solid
    Meltingpoint 148-152°C
    Purity ≥98%
    Smiles Brc1cc2nccc(n2c1)Cl
    Solubility Soluble in DMSO and DMF
    Storagecondition Store at 2-8°C, protected from light
    Synonyms 4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine
    Inchi InChI=1S/C7H4BrClN2/c8-4-1-6-5(2-9)3-10-7(6)11-4/h1-3H

    As an accredited 4-Bromo-6-Chloro-7-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 4-Bromo-6-Chloro-7-Azaindole

    Applications of 4-Bromo-6-Chloro-7-Azaindole in Industrial Manufacturing

    4-Bromo-6-Chloro-7-Azaindole is a specialized heterocyclic building block widely adopted in several high-value chemical manufacturing segments. As an original manufacturer, we support industrial partners by supplying this advanced intermediate to downstream enterprises operating under rigorous compliance, formulation, and traceability requirements. Below, we highlight major real-world application scenarios, detailing integration points, formulation principles, industry-required benchmarks, and finished product outcomes.

    1. Pharmaceutical API Synthesis (Kinase Inhibitor Development)

    Leading pharmaceutical R&D and production sites apply 4-Bromo-6-Chloro-7-Azaindole as a core fragment in the synthesis of heterocyclic scaffold pharmaceuticals, with a focus on next-generation kinase inhibitor APIs. It acts as a precursor or coupling agent in Suzuki or Buchwald–Hartwig cross-coupling steps, supporting structural diversity in targeted anticancer drug portfolios. Pharmaceutical partners employ this material according to strict impurity control and batch traceability protocols, from preclinical to commercial scale.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • 21 CFR Part 210/211 (US FDA cGMP for finished pharmaceuticals)
    • EDQM CEP dossiers for EU submissions
    • Japanese Pharmacopoeia (JP) raw material standards

    Typical usage ratio

    • 3–12 mol% relative to total heterocyclic intermediates, adjusted per target molecule complexity and final yield optimization

    Downstream process integration

    • Introduced during key arylation and cyclization reactions within multi-step synthesis
    • Processed with Pd-catalysts in DMF or DMSO under inert conditions for high selectivity
    • Used in both batch and continuous flow setups for flexible scale-up

    Final product types

    • Protein kinase inhibitor APIs (e.g., oncology drug candidates)
    • Clinical trial material for early-phase studies
    • Patent-protected new chemical entities (NCEs)

    2. Agrochemical Research and Crop Protection Actives

    Major agrochemical formulators rely on this intermediate to construct new-generation azaindole-based scaffolds that offer improved bioactivity and resistance profiles in crop protection agents. Material application centers on lead optimization, where substitutions at the 4- and 6-positions enable physicochemical property modulation, supporting targeted synthesis of experimental herbicides, insecticides, or fungicides with defined environmental fate characteristics.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP) for agricultural chemical development
    • ISO 9001:2015 Quality Management Systems
    • Regulation (EC) No 1107/2009 (EU approval of plant protection products)
    • EPA 40 CFR Part 158 (US pesticide data requirements)

    Typical usage ratio

    • 2–8 mol% as a coupling fragment, adjusted for desired target molecule and process efficiency

    Downstream process integration

    • Engaged in Suzuki-Miyaura or nucleophilic aromatic substitution (SNAr) routes
    • Combined with halogenated partners, enabling late-stage diversification of crop protection candidates
    • Supports structure–activity relationship (SAR) studies within dedicated R&D platforms

    Final product types

    • Experimental herbicidal and fungicidal formulations
    • Pre-commercial crop protection actives for field trials
    • Novel agrochemical lead compounds for regulatory submission

    3. Specialty Organic Electronics Materials (OLED/OFET R&D)

    The electronic materials industry deploys this intermediate during synthesis routes for advanced materials research into OLED (organic light-emitting diode) and OFET (organic field-effect transistor) systems. It contributes to molecular design for hole transport layers and light-emitting cores by integrating nitrogen-rich heterocycles, facilitating tailored electronic/optical characteristics required in display and sensor innovation sectors.

    Industry compliance standards

    • ISO 14001 Environmental Management Systems (for production sites)
    • REACH (EC No 1907/2006) registration for research-use only materials
    • RoHS compliance (Directive 2011/65/EU) for downstream device assembly
    • Internal EHS audits for organic electronics chemical use

    Typical usage ratio

    • 5–20 mol% for pre-polymer intermediates in research batches, adjusted based on solubility and photophysical testing needs

    Downstream process integration

    • Employed in Pd-catalyzed cross-coupling with boronic acids or stannanes
    • Integrated into design libraries for high-throughput screening assays
    • Handled under inert atmospheres to ensure purity and material reproducibility in prototype lots

    Final product types

    • OLED organic core compounds for display/emitter studies
    • OFET channel material prototypes for electronic testing
    • Research-grade developer samples for industrial partners

    4. Fine Chemical Synthesis for Research Reagents

    Chemical suppliers and research institutions utilize this azaindole derivative for the synthesis of advanced research reagents, focusing on nitrogen-bridged indoles needed for assay development, diagnostic platforms, and structure-activity relationship experiments. Use cases involve exploration of novel ligands for biochemical applications, with traceability from raw material receipt through to final purity assessment under auditable conditions.

    Industry compliance standards

    • ISO/IEC 17025 General requirements for testing and calibration laboratories
    • Internal SOPs for analytical reagent manufacturing
    • Lab-scale REACH exemption (for in-house R&D)
    • US EPA TSCA (for domestic research reagent registration)

    Typical usage ratio

    • Variable: commonly 1–10 mmol scale for laboratory synthesis, adjusted by target assay requirements

    Downstream process integration

    • Dissolved in DMF or DCM for nucleophilic substitution, cyclization, or cross-coupling processes
    • Allows rapid-access synthesis of chemical probes or reference standards
    • Subjected to rigorous chromatographic purification prior to final QC

    Final product types

    • Specialty research reagents for biochemical assays
    • Ligand libraries for academic and CRO drug discovery support
    • Reference standards for analytical laboratory use

    5. Intermediate for Custom Synthesis Projects in Chemical CDMO/CMO Operations

    Contract Development and Manufacturing Organizations (CDMO/CMO) deploy this intermediate as a bespoke coupling agent or core fragment within custom multistep syntheses. Chemical project teams benefit from tight batch-to-batch reproducibility and high purity material supplied under project-specific quality systems, supporting rapid response to client-driven molecule design and regulatory filing schedules across pharmaceutical and advanced material supply agreements.

    Industry compliance standards

    • ISO 9001:2015 and client-specific QA agreements
    • GMP or non-GMP designation according to client specification and final application
    • Custom audit documentation for regulatory inspections (US FDA, EMA, CFDA, etc.)
    • Material traceability protocols with change control documentation

    Typical usage ratio

    • Tailored: generally 3–15 mol%, determined in consultation with downstream process chemists and project development teams

    Downstream process integration

    • Allocated to key synthetic steps—typically, heterocycle construction, coupling, or derivatization phases
    • Managed through controlled inventory systems to meet just-in-time delivery for multi-project pipelines
    • Supplied with full analytic data package (COA, HPLC, NMR, MS)

    Final product types

    • Custom organic intermediates for global pharmaceutical partners
    • Material kits for advanced material R&D programs
    • Intermediates in confidential client molecule portfolios
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    More Introduction

    Introducing 4-Bromo-6-Chloro-7-Azaindole: A Thoughtful Look at a Key Building Block

    Innovation in the lab often depends on more than inspiration—it takes smart choices in raw materials. For many researchers in pharmaceutical synthesis and fine chemical development, 4-Bromo-6-Chloro-7-Azaindole stands out as one of those meaningful choices. As someone who has spent hours poring over reaction yields and chasing cleaner pathways, I have come to appreciate how specific reagents like this can open new doors without adding extra complexity.

    The Structure That Makes a Difference

    At its core, 4-Bromo-6-Chloro-7-Azaindole combines a substituted indole ring structure with two essential halogens: bromine and chlorine. The presence of both at the 4 and 6 positions not just looks good on a structural diagram—it gives real synthetic leverage. In the world of heterocyclic chemistry, nuanced substitutions like these can steer reactions in ways that more common building blocks simply cannot. The bromine atom invites cross-coupling, while the chlorine influences electronic behavior and site selectivity. Each atom matters when the goal is precise molecular construction.

    Model Profile and Use in Research

    Most chemists who pick up a bottle of 4-Bromo-6-Chloro-7-Azaindole are solving problems. Whether it’s a new kinase inhibitor or a subunit for an agricultural compound, the choice often comes down to flexibility. The compound usually appears as an off-white to light brown powder, sometimes with a faint chemical odor common among azaindoles. Its molecular formula, C7H4BrClN2, delivers a clear-cut starting point—no unnecessary bulk and no mystery impurities. In sensitive reactions, this makes life much easier. Watching a clean spot after thin-layer chromatography rather than a streak of byproducts can be surprisingly rewarding.

    Handling is straightforward. In the lab, it dissolves well in solvents like DMSO, DMF, and acetonitrile. There’s no need to fuss with elaborate protocols—good glassware, proper weighing, and sealed containers take care of stability. My own first test reaction yielded a surprisingly pure intermediate. Sometimes, the difference between a smooth afternoon in the lab and an all-nighter at the column comes down to reliable materials like this.

    The Real-World Role in Synthesis

    For synthetic chemists facing deadlines and limited budgets, reagents must earn their keep. 4-Bromo-6-Chloro-7-Azaindole fits right in during precious metal-mediated reactions, especially where regioselectivity counts. The bromo group takes well to Suzuki, Buchwald-Hartwig, and related couplings. The chlorine resists common activation, allowing stepwise functionalization. I have seen project teams cut out entire reaction sequences simply by switching to this backbone, which cuts costs and reduces environmental impact. As much as buzzwords like “green chemistry” fill journals, sometimes real progress starts with practical building blocks that avoid excess reagents, byproducts, and waste disposal headaches.

    Distinguishing Features and Practical Choices

    Many researchers ask what sets 4-Bromo-6-Chloro-7-Azaindole apart from more typical indoles or other azaindole derivatives. That question seems simple at first glance, but my own experience says otherwise. Compared with unsubstituted indoles, this compound offers far more control over reactivity. The heterocyclic system not only mimics biological motifs but also steers metal catalysts more precisely. The dual halogenation yields a versatile platform—much more than just a “substituted indole.”

    The market now offers a dizzying array of halogenated indoles and azaindoles, each with their quirks. Some sport larger halogen atoms, like iodine, which change steric hindrance and coupling rates. Others use fluorine, altering hydrogen bonding and bioavailability. 4-Bromo-6-Chloro-7-Azaindole lands in a sweet spot: workable reactivity, moderate cost, and a Goldilocks balance between electronic influence and steric effect. I’ve seen projects stall with more exotic substitutions, then regain momentum by shifting to this compound. The learning curve flattens, and scaleup becomes less daunting—a huge advantage for teams working on tight timelines.

    Supporting Data: Why Reliability Counts

    Not every experiment unfolds as planned, but using well-characterized starting materials stacks the odds in your favor. Analytical labs report melting points hovering around 180–183°C, and typical purities clock in at 95% or greater, with trace impurities well within acceptable research limits. Having worked with both off-brand and high-grade suppliers, my advice is always to verify your material with a fresh NMR and an HPLC trace. The structure of 4-Bromo-6-Chloro-7-Azaindole lends itself to crisp aromatic signals and distinctive halogen patterns, which make quality control fast and clear-cut. A solid audit trail keeps research projects on track—and prevents late-night phone calls after things go wrong.

    Applications Beyond Drug Discovery

    The story of 4-Bromo-6-Chloro-7-Azaindole isn’t limited to medicine. Agrochemical screens often demand new scaffolds to outsmart resistant pests and pathogens. Flavors, dyes, and electronic materials also rely on heterocyclic innovation. This molecule’s unique substitution pattern anchors it firmly in cross-disciplinary work. My own forays into material sciences—an odd detour from drug synthesis—showed me how subtle differences in building blocks influence everything from pigment stability to electronic charge flow. Solutions that once seemed out of reach became possible by trying a new scaffold in place of entrenched, decades-old starting materials.

    Environmental and Safety Concerns

    Choosing any chemical for scaleup brings up its own set of responsibilities. 4-Bromo-6-Chloro-7-Azaindole, like many azaindoles, requires thoughtful handling. The compound doesn’t present acute toxicity at typical bench concentrations, but inhalation and skin contact must still be avoided. I always recommend using a fume hood, gloves, and eye protection. The environmental footprint stays modest compared to larger, halogen-rich molecules, but waste management still deserves attention. Halogenated byproducts can linger in wastewater, so a smart approach includes proper collection and neutralization. When responsible practices become standard, research teams keep themselves and the broader community safe while pushing boundaries in synthesis.

    Sourcing and Scalability: A Research Reality Check

    The lab world rarely offers unlimited budget or timeline. I have seen even the best ideas gather dust for lack of reliable reagents. 4-Bromo-6-Chloro-7-Azaindole stands out for its ready availability from specialist chemical suppliers, often in quantities suitable from milligrams up to multi-kilogram batches. Batch-to-batch consistency can vary, just like with any fine chemical, so requesting a recent Certificate of Analysis remains smart. Pricing fluctuates with halogen market instability and demand from large pharma and agrochemical firms. I always advise teams to plan ahead, lock in quotes, and document sources for big projects or regulatory filings. Nothing stalls progress like scrambling for more material halfway through a series of crucial syntheses.

    Comparing with Similar Compounds: Why Substitution Matters

    Let’s talk through some real-world chemistry. Unsubstituted 7-azaindole behaves much more like a vanilla indole; adding bromine at the 4 position ramps up palladium-catalyzed coupling yields. Bringing chlorine onto the 6 position narrows downstream options, especially for groups seeking late-stage functionalization. Compared to 4-bromo-7-azaindole, the dual-halogenated form adds complexity—with that comes selective site activation, and not just generic reactivity. I have spent hours comparing routes using mono- and disubstituted versions; the difference in downstream purification alone can shave weeks off a development campaign.

    Other close cousins in the azaindole family bring their own strengths. Heavier halogens give higher reactivity but raise toxicity concerns and chemical waste burden. Fluorinated rings change hydrogen bonding and often complicate availability. By focusing on bromine and chlorine, this compound offers a well-balanced compromise for mainstream development needs. My own work benefitted from this trade-off, especially in small-scale switch-up work where every additional gram cost and every new impurity caused downstream headaches.

    Evaluating Needs and Making Strategic Choices

    Every research project calls for different strategies. Early screening programs might lean toward the cheapest possible building blocks, but precision medicinal chemistry and scaleup for clinical or field trials need more confidence. For teams needing both reliability and versatility, 4-Bromo-6-Chloro-7-Azaindole earns a solid place in the toolkit. Its well-documented synthesis routes keep surprises rare, and its reactivity covers a wide gap between the needs of exploratory chemistry and late-stage optimization. My background spans basic bench chemistry to regulatory documentation—over and again, reliable building blocks like this one smooth out both.

    Potential for Streamlined Synthesis

    Few things help a project more than removing unneeded steps from a synthetic route. The dual halogen groups in 4-Bromo-6-Chloro-7-Azaindole allow for sequence planning. Catalysis using palladium or copper gives strong site selectivity. The chlorine stands its ground while the bromine enters new bonds. Pick the right catalyst, and you avoid legacy problems like over-coupling or random side reactions. In the past, I tested different catalyst and ligand combinations to balance speed and selectivity. With this compound, I managed high yields more consistently—without splurging on expensive additives or complex equipment.

    Improving Outcomes by Choosing Thoughtfully

    Smart use of 4-Bromo-6-Chloro-7-Azaindole can boost more than just chemical yield. In a previous project, my team faced a stubborn reaction that failed with standard indole building blocks, sucking up resources with every trial. After listening to a colleague with broader cross-disciplinary experience, we swapped to this compound and not only hit our target but also saw fewer byproducts and clearer purification. My experience suggests this kind of choice can turn around research pipelines and impress stakeholders tracking both data integrity and budget control.

    Current Challenges: Sourcing, Pricing, and the Future

    Access to fine chemicals like 4-Bromo-6-Chloro-7-Azaindole isn’t equal worldwide. Some markets face longer lead times or stricter import controls, while local suppliers may not stock research-grade material. I have fielded calls from researchers unable to find reliable sources or fighting with customs over documentation. Collaborative networks help—lab-to-lab sharing, group buys, and partnerships with specialty distributors often keep things moving. Price remains a moving target; spikes in halogen raw materials complicate planning. In times of tight funding, teams must weigh the up-front cost of higher-purity reagents against the downstream savings in time, labor, and regulatory compliance. Having seen both sides play out, I advise considering the whole project lifecycle, rather than just sticker price per gram.

    Looking Ahead: The Evolving Landscape

    Research teams constantly seek better ways to deliver new products from bench to market, and they rely on a toolbox that can pivot quickly between priorities. As synthesis methods evolve, the demand for robust, multifunctional reagents grows. 4-Bromo-6-Chloro-7-Azaindole now finds itself at the intersection of old-school organic chemistry and next-generation approaches, like automated synthesis platforms or greener catalysis. Having worked in both traditional and tech-enabled labs, I can see this compound continuing to play a major role. Its straightforward chemistry and predictable results make it ideal for automated route planning, where every variable counts and reliability means more reproducible outcomes.

    Building on Experience: Community Knowledge Matters

    One thing I have learned across research settings is that knowledge about fine chemicals comes as much from the community as from the bottle’s label. Shared anecdotes, troubleshooting tips, and honest talk about vendor reliability get passed around at conferences and across lab benches. In my own network, a single successful coupling, or a clear signal on NMR, does more to build confidence than any polished product flyer. Trust in compounds like 4-Bromo-6-Chloro-7-Azaindole comes from that hard-won, shared experience. Newcomers in the field would do well to tap into these informal channels for tried-and-true advice—a lesson I learned the hard way over years in the lab.

    Learning from Setbacks and Making Better Choices

    No honest chemist will claim that every reaction goes smoothly. More than once, I have faced setbacks due to unexpected side reactions or off-purity materials, only to realize that a switch in building block could cut through weeks of troubleshooting. 4-Bromo-6-Chloro-7-Azaindole offers a way forward when more common indoles and azaindoles stall progress. Those working on new synthetic routes can build in flexibility by keeping substitutions in mind, planning for catalyst compatibility, and lining up dependable sources. Even as research grows more complex, the value of a solid, reliable reagent only increases.

    Solutions for Common Bottlenecks

    Project delays often stem from avoidable sources: supply shortages, ambiguous impurity profiles, or poor documentation. Solutions start with informed purchasing—verifying purity, negotiating volume discounts for big projects, and maintaining relationships with reputable suppliers. Some groups invest in collaborative networks to share hard-to-source compounds, while others develop alternative routes as backups. My years in chemical procurement taught me to anticipate changes in regulation or tariffs that slow down imports. Future-minded labs put in contingency plans, stocking up on critical reagents and fostering close supplier relations. Well-prepared teams ride out market swings and regulatory shifts without major fallout.

    Final Perspective: The Role of 4-Bromo-6-Chloro-7-Azaindole in Tomorrow’s Chemistry

    Building blocks like 4-Bromo-6-Chloro-7-Azaindole sharpen the edge of research, making impossible syntheses just a little more accessible. Over the arc of my career, I have seen meaningful improvements not just in molecule complexity but also in how scientists choose and use these versatile chemicals. The difference between breakthrough and busywork often starts with choices that seem small at the outset. Recognizing the unique advantages of dual-halogenated azaindoles has pushed drug discovery and material science forward, saving months on the bench and translating curiosity into lasting advances. For current and future generations of chemists, pragmatic, community-driven approaches to chemical sourcing and design will keep innovation moving—one functionalized ring at a time.