4-pyridinecarboxylic acid, 3-bromo-, ethyl ester

    • Product Name: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester
    • Chemical Name (IUPAC): ethyl 3-bromopyridine-4-carboxylate
    • CAS No.: 63065-09-4
    • Chemical Formula: C8H8BrNO2
    • Form/Physical State: Liquid
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@boxa-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    277820

    Compound Name 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester
    Cas Number 49851-37-6
    Molecular Formula C8H8BrNO2
    Molecular Weight 230.06 g/mol
    Iupac Name ethyl 3-bromoisonicotinate
    Appearance off-white to light yellow solid
    Melting Point 46-49°C
    Solubility Soluble in organic solvents such as ethanol and dichloromethane
    Smiles CCOC(=O)C1=CN=CC(=C1)Br
    Inchi InChI=1S/C8H8BrNO2/c1-2-12-8(11)6-3-4-10-5-7(6)9/h3-5H,2H2,1H3
    Storage Conditions Store in a cool, dry place, tightly closed

    As an accredited 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 100g of 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester supplied in an amber glass bottle with a secure, tamper-evident cap.
    Container Loading (20′ FCL) 20′ FCL can load about 12 metric tons of 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester, packed in 25kg fiber drums.
    Shipping 4-Pyridinecarboxylic acid, 3-bromo-, ethyl ester is shipped in tightly sealed containers under ambient conditions, away from light, moisture, and incompatible substances. It should be clearly labeled and accompanied by safety data sheets. Packaging ensures secure transit, minimizing risk of leakage or exposure, in compliance with relevant chemical transport regulations.
    Storage Store **4-pyridinecarboxylic acid, 3-bromo-, ethyl ester** in a tightly sealed container, away from light, heat, and moisture, in a cool, dry, well-ventilated area. Keep separate from incompatible substances such as strong oxidizers and acids. Use secondary containment to prevent spills, and label clearly. Always follow institutional chemical safety protocols when handling and storing this compound.
    Shelf Life Shelf life of 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester is typically 2 years when stored tightly sealed, cool, and dry.
    Application of 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester

    Purity 98%: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester with purity 98% is used in pharmaceutical intermediate synthesis, where high-purity facilitates reproducible product yields.

    Molecular weight 244.07 g/mol: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester with a molecular weight of 244.07 g/mol is used in organic chemistry research, where precise stoichiometric calculations optimize reaction efficiency.

    Melting point 45-47°C: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester with a melting point of 45-47°C is used in solid-phase extraction processes, where controlled melting supports fractionation protocols.

    Stability temperature up to 80°C: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester with a stability temperature up to 80°C is used in high-temperature catalytic studies, where it ensures compound reliability during thermal cycles.

    Particle size <10 µm: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester with a particle size under 10 µm is used in fine chemical formulation, where small particle distribution enhances dissolution rates.

    Low moisture content ≤0.5%: 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester with low moisture content ≤0.5% is used in moisture-sensitive organic syntheses, where reduced water content prevents hydrolysis side reactions.

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    Certification & Compliance
    More Introduction

    4-Pyridinecarboxylic Acid, 3-Bromo-, Ethyl Ester: An Insider’s Perspective

    Introduction to a True Backbone Intermediate

    As a chemical manufacturer who works daily at each stage of synthesis, I see firsthand which intermediates consistently perform and provide the clear, reliable chemical reactivity required for advanced organic transformations. Among these, 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester (also known across laboratories as ethyl 3-bromoisonicotinate) earns a respected place for its dependable results and versatile performance.

    The Structure and Model We Produce

    We synthesize this compound based on rigorous process controls, standardizing its purity at levels required for pharmaceutical and agrochemical intermediates. The molecule features a bromo substituent on the third position of the pyridine ring and an ethyl ester at the carboxylic acid group, creating a molecular structure that responds readily in both nucleophilic and palladium-catalyzed coupling reactions. Our typical batches reach purity ranges above 98%, verified by HPLC and NMR using in-house calibrated reference standards built from decades of accumulated know-how.

    In everyday operations, small impurities stemming from uncontrolled halogenation, incomplete esterification, or residual magnesium and other process metals can throw off downstream yields during cross-couplings or hinder salt formation. Our procedures focus on eliminating these common contaminants at source. Careful temperature staging, precise stoichiometry of brominating agents, and dedicated distillation columns for post-synthesis purification keep unwanted by-products below detection in every shipped lot.

    The Role of Ethyl 3-Bromoisonicotinate in Real Synthesis Workflows

    This compound’s main purpose lies in its use as a coupling partner for advanced heterocyclic structures, especially when customers aim to build diverse libraries around a pyridine scaffold. Its bromine atom activates the ring, making it a reliable substrate for Suzuki-Miyaura, Buchwald-Hartwig, or Stille couplings, frequently required for modern medicinal chemistry pipelines. We have seen process teams use it directly in both automated robotic synthesis and in batch kilo-lab setups for actives and intermediates.

    Unlike some of the more sensitive esters, the ethyl group ensures enough stability under storage and modest temperature changes, avoiding hydrolysis or decomposition while still remaining reactive in saponification and transesterification when conversion to acids or alternate esters matters further downstream. This gives formulators and process chemists more leeway with reaction conditions, a flexibility absorbed in real cost savings.

    Our Hands-On Experience with Quality and Handling

    Nothing compares to the satisfaction of seeing yield, color, and spectral consistency match up from batch to batch. We’ve learned not to rely on just numbers on a certificate, but to build confidence by keeping material cycles short and storing finished product in moisture-controlled environments. Consistent handling translates into simpler unloading at customer receiving docks, where each drum or bin receives its own creation code and tested documentation, repeated from raw material to finished stock.

    The most common issue we have helped customers troubleshoot arises from cross-contamination with lower purity grades from trading intermediaries. Traces of unrelated halopyridines or unknown residues show up in customer labs, particularly at high loading rates or in sensitive steps where downstream purification proves impossible. Sourcing directly from us, with documented quality built into every step, avoids these headaches before they reach critical process points.

    Comparisons Versus Similar Pyridinecarboxylic Acid Esters

    Some buyers ask why choose this specific bromo-substituted version over comparable alternatives, such as chloro, iodo, or unsubstituted derivatives. As a manufacturer, I see that the bromine group offers the optimal balance. It’s sufficiently reactive for key cross-coupling conditions but does not introduce the extreme reactivity—and resultant side reactions—associated with the iodo- version. Compared to the chloro- derivative, we achieve higher coupling yields with fewer side products, partly due to the clean conversion enabled by bromide’s intermediate leaving group ability.

    On the other hand, the unsubstituted ester lacks activation for cross-coupling entirely. Customers sometimes request the methyl or propyl ester variants, but these alternatives bring either increased hydrolysis rates or unwanted steric hindrance, respectively. Over years of customer feedback, the ethyl ester stands as the workhorse: not too volatile, not easily hydrolyzed, and readily converted when needed. Less risk, more efficiency in lab and industrial scale.

    Key Specification Details and Control Points

    Some technical notes matter more to practical synthesis than others. For our batches of 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester, we commit to maintaining moisture below 0.1% as verified by Karl Fischer titration in each QC cycle—small increases here have an outsized effect on storage life and process reliability, particularly during long transoceanic shipments. We also pay close attention to particle size distribution if the compound is supplied as a solid rather than as a solution, avoiding micronized dust levels that challenge industrial handling.

    Residual solvents stem mainly from ethanol and traces of dichloromethane in most preparations. We reduce levels by thorough vacuum drying and double-pass crystallization, keeping overall volatiles under regulatory thresholds relevant for cGMP manufacturing and standard fine chemical processing. Long experience tells us that minimizing these residuals curbs unpleasant odors, limits co-crystallization, and streamlines downstream analysis leading to truly “plug-and-play” raw material status.

    Safety and Practical Handling Considerations

    From the first pilot batches up through regular production, we learned to respect the volatility and mild irritant properties of this ester. Over time, engineering safeguards—correct venting, low-humidity packing, regular drum/liner inspection—spare our own operators and reduce risk for full container or IBC pack shipments. We advise users to handle in closed systems or well-ventilated areas and to avoid open transfers that could expose staff to mists or vapors.

    All agents used in bromination and esterification receive full checks for hazardous residues, and finished product undergoes both chemical and physical stress tests to simulate long-distance travel and seasonal warehousing before a customer ever receives it. These daily practices ground the notion of chemical supply in real working conditions, not just on-page assurances.

    User Trends We've Observed

    Over the past decade, we’ve seen new application areas emerge, particularly as pharmaceutical discovery pivots toward more heterocycle-rich scaffolds. Research teams in both large pharma and dynamic startups increasingly specify this bromo-substituted ethyl ester for building blocks in kinase inhibitor libraries and anti-infective candidates. Because of our consistent supply and verified batch histories, we support both small, “urgent” runs for rapid screening as well as repeat orders needed for multi-stage synthesis projects.

    Beyond pharma, agricultural chemistry groups routinely use 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester to access novel pyridine-based herbicidal agents. The compound fits well in processes where scalable and consistent coupling is required, particularly as cost pressures mount to move from exploratory lab work to full pilot-plant evaluation. Our engagement with these industries led us to design drum packaging that maintains stability through varied warehousing climates, minimizing in-field surprises.

    Supply Chain Resilience: Real Lessons from Service Disruptions

    During the global disruptions triggered by pandemics and port closures, our team learned to favor prompt in-house testing and building up two-step redundancy in critical reagent stocks—both key to keeping steady deliveries even as raw material prices and routes fluctuated unpredictably. By manufacturing this compound ourselves, within a chain of connected steps starting from bromine derivatives and moving through pyridine ring functionalization, we control sources and act fast on process fixes when supply hiccups arise.

    Frequent buyers appreciate knowing every drum has traceable batch numbers and direct producer accountability, rather than anonymous, multi-link sourcing common from traders. Our roots as a chemical manufacturer give us leverage to implement just-in-time production, dedicated holding tanks, and alternate site capabilities that support both routine and project-based demand. We’ve even collaborated directly with several customers’ procurement teams, sharing our own analytics data for supply chain audits and regulatory verifications.

    Environmental Responsibility and Manufacturing Practice Upgrades

    Reflecting on years of operation, waste minimization strategies adopted in our facility now make measurable impact. Recovered by-products from our bromination units, together with controlled solvent recovery, reduce overall disposal burden while capturing trim streams for recycling or sale as secondary products. We’ve reengineered process loops so that off-spec distillates return for reprocessing, not landfill.

    Several customers with strict environmental audits ask us to document our emissions controls and energy-saving steps. We share process data transparently—energy use per kilogram produced, contained bromine emissions quantified under EHS programs, high-volume scrubber efficiency numbers—proving that reliable chemistry and sustainability efforts can go hand-in-hand without inflating lead times or introducing delivery uncertainty.

    Customer Support: From Lab Scale Up to Production

    Supplying 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester at scale means more than just shipping boxes. We have supported teams at every stage, from academic medicinal chemistry projects ordering a few grams to special projects requiring metric ton bulk in custom packaging. Technical queries from partners about solvent solubility or impurity profiles come up routinely. We answer with test data, not sales promises—sharing NMR or LC-MS spectra, describing observed reaction idiosyncrasies, and offering detailed instructions on recrystallization or purification steps if complexation or solubility hiccups emerge.

    Project managers in pharma firms often seek long-term supply stability for multi-year campaigns. Our inventory management schedules track project timelines to ensure material flows on target, with built-in dashboards for customers who require real-time updates or custom documentation to match regulatory inspections. Direct collaboration solves issues before they become bottlenecks.

    Final Thoughts from a Working Manufacturer

    Many products pass through a laboratory or production facility, but few keep showing up in innovation after innovation. 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester has earned a steady place in our own and our customers’ processes, not just for its reactivity, but because it integrates smoothly where real-world synthesis rarely matches the clarity of published procedures. Our manufacturing team trusts it because we know every variable and checkpoint in its journey from raw feedstock to packaged compound.

    In our experience, the most valued chemical building blocks are those that minimize surprises, supply with full transparency, and deliver results that stand up to the scrutiny of both regulators and hard-working bench chemists. We never forget that each shipment reflects on our entire production chain. As the chemistry field continues to move toward increasingly complex and sensitive reactions, compounds like 4-pyridinecarboxylic acid, 3-bromo-, ethyl ester extend options and allow process innovation without extra risk.

    Having spent decades on the manufacturing floor, troubleshooting scale-ups, refining analytical protocols, and hearing direct feedback from users facing tight deadlines and budgets, I see the future for robust and adaptable chemical intermediates staying strong. We aim to keep our manufacturing as reliable as the chemistry this compound enables, supporting advanced synthesis not just as a supplier, but as a genuine partner in progress.