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5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid

    • Product Name 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid
    • Alias 5-Bromo-7-azaindole-3-carboxylic acid
    • Einecs 816-481-8
    • 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

    240295

    Productname 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid
    Casnumber 1023711-63-4
    Molecularformula C8H5BrN2O2
    Molecularweight 241.04 g/mol
    Appearance Off-white to pale yellow solid
    Purity Typically ≥ 98%
    Meltingpoint 223-227°C
    Solubility Slightly soluble in DMSO, Methanol
    Smiles C1=CN=C2C(=C1Br)C(=NC=C2)C(=O)O
    Inchi InChI=1S/C8H5BrN2O2/c9-6-2-5-3-10-4(7(5)11-6)8(12)13/h2-3H,1H,(H,12,13)
    Synonyms 5-Bromo-pyrrolo[2,3-b]pyridine-3-carboxylic acid
    Storagecondition Store at 2-8°C, protected from light

    As an accredited 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid

    Applications of 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid in Industrial Manufacturing

    5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid serves as a high-value intermediate within several advanced chemical manufacturing sectors. Its defined heterocyclic structure makes it a preferred building block for rigorous downstream syntheses. Below, we detail key industrial segments that utilize this raw material, describing practical integration, compliance adherence, and end-use production within each segment.

    1. Pharmaceutical Active Ingredient Synthesis

    Leading pharmaceutical companies incorporate this compound in fused heterocyclic scaffold construction for kinase inhibitor lead series, especially for anti-cancer drug R&D. Chemists employ Buchwald–Hartwig amidation and Suzuki coupling protocols to attach functional groups and tune target molecular properties according to regulatory acceptance. The material's high purity ensures predictable stepwise reactivity and batch-to-batch reproducibility in GMP manufacturing pipelines.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • US Pharmacopeia (USP) monographs for final APIs
    • European Pharmacopoeia (Ph. Eur.) requirements for impurities and residual solvents
    • FDA 21 CFR Part 210/211 for finished pharmaceuticals

    Typical usage ratio

    • 1.0–2.5 mmol per mole of final precursor, with adjustment based on targeted API structure and route efficiency

    Downstream process integration

    • Material enters after initial heterocycle formation as a brominated core reagent
    • Key steps: cross-coupling (Suzuki, Sonogashira), amidation, N-substitution
    • Followed by purification (prep HPLC/crystallization)
    • Integration with in-process QC for impurity profile control

    Final product types

    • Kinase inhibitor APIs targeting oncology and inflammation
    • Drug candidates for clinical trials
    • Reference standards for preclinical studies
    • Generic API intermediate stock

    2. Agrochemical Intermediate Manufacturing

    Major agrochemical manufacturers rely on this compound for constructing novel pyrrolopyridine cores, forming the backbone of modern seed treatment and insecticidal agents. The acid functionality enables esterification and amidation reactions, allowing precise connection with active functional groups. Assurance of traceability, heavy metal content, and residual solvent levels in this intermediate is crucial to regulatory compliance in crop protection supply chains.

    Industry compliance standards

    • ISO 9001:2015 certified Quality Management Systems
    • FAO/WHO specifications for pesticide manufacturing
    • REACH (EC No. 1907/2006) registration for supply within the EU
    • OECD guidelines for chemical registration dossiers

    Typical usage ratio

    • 0.8–1.6 equivalents relative to active species core in multistep synthesis, tailored by final molecule design

    Downstream process integration

    • Feeds into esterification or coupling stages post-bromination to give target pyrrolopyridine-based pesticide intermediates
    • Typical steps: activation (chlorination or acid chloride formation), amidation and cyclization
    • Finished intermediates subjected to phase transfer and purification protocols
    • Batch samples analyzed for impurities and conforming to agricultural ingredient guidelines

    Final product types

    • Seed dressing ingredients
    • Precursor stocks for systemic insecticides
    • Herbicidal compound intermediates
    • Fungicidal formulation precursors

    3. Custom Synthesis for Fine Chemicals Sector

    Fine chemical manufacturers use the pyrrolopyridine carboxylic acid derivative as a custom synthesis intermediate for specialty dyes, electronic materials, and biomedical research tools. The unique aromatic system enables subsequent halogen exchange, palladium-catalyzed coupling, or amidation steps—facilitating the design of highly functionalized molecules for targeted industrial or academic applications. Detailed batch documentation supports traceability and analytical verification for customer audits.

    Industry compliance standards

    • ISO 9001:2015 quality certification for specialty chemical production
    • Accredited analytical protocols (GC, LC-MS, NMR) as per customer technical agreements
    • Hazardous material registration in line with country-specific chemical management laws
    • Documentation per United Nations Globally Harmonized System (GHS) for classification and labeling

    Typical usage ratio

    • Ranges from 0.4 to 1.2 molar equivalents, adjusted by reference to reaction pathway and desired fine chemical product complexity

    Downstream process integration

    • Fed directly into halogen-exchange or catalytic coupling stages
    • Supports further derivatization for custom molecular design
    • Integrated in semi-batch or continuous-flow reactors
    • Final isolation depends on intended downstream analytical or functional end-use

    Final product types

    • Specialty dye precursors
    • OLED emitter intermediates
    • Fluorescent probe scaffolds
    • Custom biochemical reagents

    4. Material Science and Electronic Chemical Applications

    Researchers and manufacturers in the material science sector integrate this heterocyclic acid into development pipelines for advanced organic semiconductors, hole transport layers, and functional coatings. The compound facilitates nitrogen-rich planar structures, contributing to charge transport and film-forming characteristics in electronic devices. Material purity, batch consistency, and contaminant exclusion are essential to meeting the reliability demands of these industries.

    Industry compliance standards

    • SEMI Standards (Semiconductor Equipment and Materials International)
    • ISO 14001:2015 (Environmental management systems for electronic chemicals sector)
    • RoHS (Restriction of Hazardous Substances Directive) compliance for device integration
    • Analytical standards per ASTM for purity assessment

    Typical usage ratio

    • Introduced at 0.05–0.2 wt% of total monomer feed in polymer or thin-film precursor blends—final ratio set by conductivity, morphology, and end-use device type

    Downstream process integration

    • Dosed during fabrication of organic semiconductor or polymer precursor blends
    • Undergoes post-processing: thermal annealing or vapor phase deposition
    • Integrated in cleanroom-controlled environments to prevent contamination
    • Material properties validated by layer uniformity, carrier mobility, and device test procedures

    Final product types

    • Organic thin-film transistors (OTFT) modules
    • OLED (organic light-emitting diode) display materials
    • Hole and electron transport coatings
    • Photovoltaic cell precursor films
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    More Introduction

    Meet 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine-3-Carboxylic Acid: A Vital Building Block for Innovators

    Unlocking Value in Research and Development

    Researchers searching for new pharmaceutical compounds recognize how chemistry shapes the possibilities of tomorrow’s therapies. One compound drawing particular attention these days is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid. The name might be a mouthful, but behind it you find a molecule with unique properties that open doors for both medicinal chemists and synthetic organic scientists.

    With a molecular formula of C8H5BrN2O2 and a robust bromine atom tucked into the pyrrolo[2,3-b]pyridine core, this compound stands out among heterocyclic carboxylic acids. Its carboxylic acid group introduces versatility, offering a reactive handle for conjugation, coupling reactions, and the exploration of novel analogues. In medicinal chemistry settings, this molecule gives researchers a reliable scaffold for innovations, fostering progress in the search for everything from kinase inhibitors to anti-inflammatory agents.

    Specifications That Matter

    The chemical world values purity and predictability. 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid commands respect with its high degree of purity—routinely hitting 97% or greater in analytical assays. Chromatographic data supports consistent quality, which makes scaling up or performing repeat syntheses less of a headache. Melting points for this compound fall in a practical range, so researchers can handle it without concern for rapid decomposition or handling difficulties.

    It's supplied as an off-white to light yellow powder. Even here, attention to detail pays dividends. Pristine condition often determines whether a reaction proceeds smoothly or falls prey to mysterious impurities. For anyone who’s spent hours troubleshooting a stubborn reaction, there’s no substitute for reliable starting materials.

    Driving Progress in Drug Discovery

    Many big discoveries in medicine owe their existence to clever chemistry rooted in robust molecular scaffolds. 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid offers the structural flexibility and reactivity pharmaceutical researchers crave. The embedded bromine doesn’t just sit there; it acts as a convenient site for further cross-coupling or substitution. Medicinal chemists favor such features when pursuing new bioactive molecules, especially those targeting tricky proteins.

    Its pyridine core appears in a range of natural and synthetic drugs. Think about molecules with anti-cancer and anti-viral profiles—many build on similar frameworks. This compound adds to the toolkit, enabling introductions of new functional groups or precise modifications to modulate biological activity. Alongside more routine acids or amines, its profile stands out as practical, potent, and proven in piloting new projects past early-stage hurdles.

    A Link in a Complex Chain of Synthesis

    Anyone familiar with multi-step synthesis knows the frustration of choosing the right starting points. Classic carboxylic acids abound, but few offer both reactivity and selectivity in one package. Here, the five-membered ring joined to a pyridine reveals its strength. Its spatial arrangement affects how and where further transformations occur, like Suzuki couplings, amidations, and esterifications. With the bromine in place, you get additional control during late-stage modifications—a feature not to be taken lightly.

    Some chemists prefer common building blocks, thinking they’ll save effort down the line. My experience points to the opposite. Making a wise choice up front, picking a scaffold offering multiple points of variation, often leads to richer libraries and a broader range of candidate molecules. In this way, 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid delivers more than a basic framework—it sparks real creative chemistry.

    Comparison With Traditional Heterocycles

    It’s helpful to compare this compound against staples like indole- or basic pyridine-substituted acids. What you see is a rare blend of chemical stability and creative flexibility, not always present in straightforward indoles or unfunctionalized pyridines. The added bromine atom, particularly in the 5-position, offers a shortcut for introducing unique substituents via cross-coupling reactions—like Suzuki, Sonogashira, or Buchwald-Hartwig protocols. These routes remain essential tools in both medicinal and material science labs.

    Looking at alternatives, simple benzoic acid derivatives or building blocks lacking strategic halogenation often require extra steps to get to similarly functionalized molecules. That’s more time at the bench, more solvents, more reagents—and with it follows higher cost and more waste. The compound under discussion shortens these synthetic detours, letting researchers focus their time and budgets on results, not wrangling with extra steps. This, in my experience, represents the kind of incremental gain that turns a promising program into a successful one.

    Reliable Supply For Scaling Projects

    In pharmaceutical and fine chemical development, securing the materials needed for scaling experiments makes all the difference. Small suppliers occasionally fall short, leading to inconsistent batches or erratic delivery timelines. Reliable sources prioritize proper storage, careful packaging, and transparent quality control measures. A high-quality batch of 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid supports months of research, giving teams the continuity needed to iterate on their findings.

    Academic labs and industrial settings alike benefit from sourcing this compound from trustworthy suppliers who publish detailed spectra, proof of structure, and provide technical support. Supply chains that don’t cut corners mean fewer headaches for chemists and fewer hold-ups in project timelines. Having lost valuable time to inconsistent or poorly characterized intermediates before, I can say that upfront transparency pays off in scientific progress later.

    Real Impact: Case Studies in Practical Synthesis

    Research groups have published synthesis procedures involving this compound as an intermediate for kinase inhibitor discovery. In lead optimization campaigns, chemists exploit the bromine’s reactivity in one stage, then transform the carboxylic acid or nitrogen atoms elsewhere in the molecule. This approach allows for precise tuning of molecular structure, engaging in SAR studies crucial for identifying potent or selective biological candidates.

    In my own experience, nearly every pharmaceutical program reaches a crossroads that calls for introducing specific side chains or adjusting polarity. Picking starting materials equipped for such transformations simplifies these pivotal steps. Synthesizing a library of analogues based on this scaffold, we saw smoother purifications and more consistent yields—a daily reminder that good choices at the start matter at every stage.

    Addressing Modern Drug Design Demands

    The modern drug discovery landscape keeps moving towards structures that break away from flat, traditional scaffolds. Five-membered heterocycles fused with pyridines—like the one featured here—help move projects forward in this respect. Their characteristically rigid and planar make-up appeals to those designing molecules to fit snugly into protein binding pockets, with enough polarity to remain soluble but also reach deep into hydrophobic regions.

    The compound’s unprotected carboxylic acid means straightforward entry into coupling routes with amines or alcohols, creating amides and esters tailored for a variety of assays. Researchers eager to explore uncharted chemical space appreciate this efficiency; it streamlines synthetic design and supports building diverse analogues (a feature that shows its worth both on paper and in practice).

    Solutions to Key Challenges in the Lab

    Many working in medicinal and synthetic chemistry struggle with poor solubility of their intermediates, questionable reactivity, or tedious purification. Choosing a scaffold equipped with polar functional groups and a strategically placed halogen makes routine transformations less of a chore. 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid offers a reliable starting chapter in countless synthetic stories. Its embedded functional groups invite modifications without excessive worry about solvent compatibility or reactivity issues.

    On top of this, the controlled reactivity of this compound means you face fewer unwanted side products during cross-coupling. Bromine, less reactive than iodine but more accommodating than chlorine, strikes that balance needed for efficient, reproducible couplings. For anyone frustrated by unpredictable yields or complex mixtures, these qualities reduce the burden of post-synthesis clean-up.

    Environmental Responsibility and Safety Considerations

    The synthetic route to this compound can, when well-managed, avoid some of the problematic byproducts that haunt older routes to functionalized heterocycles. Labs seeking to stay in line with stricter environmental practices choose routes based on scalability and minimal hazardous waste. Handling 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid in a well-ventilated hood, with gloves and eye protection, reflects the same care expected for most halogenated heterocycles. Its powder form simplifies portioning and reduces risk of accidental spills during manufacture or measurement.

    Just as important, supply partners publishing full safety data and practical handling advice show their commitment to the scientific community. Knowing what to expect from a particular batch, including typical impurities, makes all the difference for safety officers and bench chemists alike. In my years coordinating with purchasing and safety teams, open disclosure and technical support have consistently improved lab culture and compliance.

    Collaborative Research Opportunities

    Chemical synthesis rarely happens in isolation these days. From multi-institution drug discovery consortia to startups taking early hits into proof-of-concept studies, collaborative environments depend on shared vocabulary and reliable intermediates. The unique structure of this compound, with its fused heterocyclic rings and functional groups, delivers those working in both small and large teams a foundation that’s reproducible and respected industry-wide.

    Journals cite protocols using this scaffold; patent filings often reference similar analogues in chemical claims. By adopting structures supported by published research, teams pool data, troubleshoot faster, and accelerate collective progress. My own collaborative projects found smoother handoffs and easier reproducibility when rooted in trusted, readily available intermediates.

    Looking Toward Future Applications

    Innovations in chemical synthesis keep pushing the boundaries of what’s possible. Researchers tapping into unique building blocks like 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid see opportunities beyond just pharmaceuticals. Startup companies in materials science and agrochemical discovery recognize the value in versatile, functionalized heterocycles—scaffolds like this serve as launchpads for coatings, diagnostic agents, and more.

    Literature shows growing interest in nitrogen-rich scaffolds for energy storage, catalysis, and even optoelectronic materials. The embedded nitrogen atoms, fused rings, and accessible functional groups offer creative entry points for new discoveries. Projects that involve immobilizing ligands to surfaces, incorporating fluorophores, or building sensor arrays—each benefits from the design freedom this compound supplies.

    Personal Reflections on Progress and Potential

    Stepping back after years at the bench, I find that the most successful research programs have always leaned on reliable building blocks. 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid represents more than another entry in a catalog. Its careful balance of synthetic utility, physical resilience, and chemical adaptability pay off at every stage—whether troubleshooting a stubborn reaction or drafting the hundredth analogue in a series.

    Many times, the drive for novelty tempts us to gamble on custom intermediates or unvetted materials, only to get bogged down in vendor back-and-forth or endless quality control. Sticking to a compound with broad synthetic latitude and a clear record of utility streamlines the whole process. Teams move faster, resources stretch further, and results land in journals and patents instead of gathering dust in failed experiments.

    A Few Thoughts on Future Progress

    Innovation often hinges on having a handful of flexible, trustworthy tools at your disposal. As regulatory demands mount and research budgets grow tighter, the focus moves steadily toward compounds that offer a blend of safety, supply, and real-world application. 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid consistently meets these demands.

    The cycle of synthesis, optimization, and analysis is the backbone of chemical progress. Everyone from senior researchers in pharmaceutical R&D to students learning the ropes in academic settings finds benefit in well-designed intermediates. Seeing a single compound pop up across varied projects signals more than coincidence—it’s a mark of reliability and potential.

    Building the Toolkit for Modern Chemistry

    Breaking new ground in drug discovery, materials design, or synthetic methodology requires tools equal to the challenges ahead. 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid belongs in the everyday toolkit, where quality, creativity, and practicality intersect. Researchers who recognize the strength of versatile intermediates tend to get more done, publish more findings, and drive the sort of positive change that keeps the field advancing.

    Staying competitive means picking reliable partners—both in the form of colleagues and in the molecules stocked on your shelf. For many, this compound becomes an ally in the journey from concept to compound, from question to answer, and from experiment to breakthrough. That’s the kind of progress worth pursuing.