Methyl 5-bromopyridine-2-carboxylate

    • Product Name: Methyl 5-bromopyridine-2-carboxylate
    • Chemical Name (IUPAC): Methyl 5-bromopyridine-2-carboxylate
    • CAS No.: 59129-96-3
    • Chemical Formula: C7H6BrNO2
    • Form/Physical State: Solid
    • 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

    948058

    Chemical Name Methyl 5-bromopyridine-2-carboxylate
    Cas Number 29270-05-9
    Molecular Formula C7H6BrNO2
    Molecular Weight 216.03
    Appearance White to off-white solid
    Melting Point 52-56°C
    Smiles COC(=O)C1=NC=C(C=C1)Br
    Inchi InChI=1S/C7H6BrNO2/c1-11-7(10)5-2-3-6(8)9-4-5/h2-4H,1H3
    Purity Typically ≥98%
    Storage Temperature 2-8°C
    Solubility Soluble in organic solvents (e.g., DMSO, methanol)
    Synonyms 5-Bromo-2-pyridinecarboxylic acid methyl ester

    As an accredited Methyl 5-bromopyridine-2-carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White plastic bottle containing 25 grams of Methyl 5-bromopyridine-2-carboxylate, labeled with chemical name, CAS number, and hazard information.
    Container Loading (20′ FCL) Container loading (20′ FCL) for Methyl 5-bromopyridine-2-carboxylate ensures secure, bulk packaging and safe international chemical transport.
    Shipping Methyl 5-bromopyridine-2-carboxylate is shipped in tightly sealed, chemical-resistant containers, clearly labeled in accordance with regulatory standards. The package is protected against moisture, heat, and direct sunlight, and handled as a potentially harmful organic compound. Shipping complies with local and international hazardous materials transport regulations to ensure safe delivery.
    Storage Store methyl 5-bromopyridine-2-carboxylate in a cool, dry, and well-ventilated area away from direct sunlight and incompatible materials such as strong oxidizers. Keep the container tightly closed and clearly labeled. Use inert atmosphere (such as nitrogen) if recommended. Handle in accordance with good industrial hygiene and safety practices, avoiding moisture and ignition sources. Store at recommended temperature per manufacturer guidelines.
    Shelf Life Methyl 5-bromopyridine-2-carboxylate has a typical shelf life of 2-3 years if stored dry, cool, and tightly sealed.
    Application of Methyl 5-bromopyridine-2-carboxylate

    Purity 98%: Methyl 5-bromopyridine-2-carboxylate with 98% purity is used in pharmaceutical intermediate synthesis, where high purity ensures optimal yield and minimal side-product formation.

    Melting point 84-88°C: Methyl 5-bromopyridine-2-carboxylate with a melting point of 84-88°C is used in fine chemical manufacturing, where the controlled melting point enables reliable process integration.

    Molecular weight 230.03 g/mol: Methyl 5-bromopyridine-2-carboxylate with a molecular weight of 230.03 g/mol is used in agrochemical research, where precise dosing and formulation accuracy are required.

    Stability up to 120°C: Methyl 5-bromopyridine-2-carboxylate with stability up to 120°C is used in catalytic reaction sequences, where thermal stability supports consistent product quality.

    Particle size <20 μm: Methyl 5-bromopyridine-2-carboxylate with a particle size below 20 μm is used in solid-state synthesis, where fine particle distribution enhances reactivity and homogeneity.

    Water content <0.2%: Methyl 5-bromopyridine-2-carboxylate with water content below 0.2% is used in moisture-sensitive coupling reactions, where low water content prevents hydrolysis and improves reaction efficiency.

    Residual solvent <500 ppm: Methyl 5-bromopyridine-2-carboxylate with residual solvent under 500 ppm is used in high-purity material production, where minimal residuals facilitate compliance with regulatory standards.

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    Certification & Compliance
    More Introduction

    Methyl 5-bromopyridine-2-carboxylate: A Practical Solution from the Manufacturer’s Perspective

    Introduction to Methyl 5-bromopyridine-2-carboxylate

    As a chemical manufacturer, we have handled hundreds of pyridine derivatives over the years, but Methyl 5-bromopyridine-2-carboxylate stands out for its reliable performance in organic synthesis. Its core appeal comes from a simple but powerful structure—a methyl ester bonded at the 2-carboxylate position, a bromine atom at position 5, all built on a pyridine ring. Over time, researchers, pharmaceutical firms, and advanced materials teams have come to recognize the value of this compound as a vital intermediate, one that bridges the gap between raw chemical building blocks and complex molecular innovations.

    Our Experience: Crafting Quality from Batch to Batch

    Producing Methyl 5-bromopyridine-2-carboxylate presents a set of challenges and opportunities. Unlike commodity chemicals where variation rarely matters, even minor fluctuations in purity or moisture can introduce bottle-necks in downstream coupling reactions or disrupt plans for scale-up in pilot plants. That’s why we focus on keeping standards tight—usually at 98% or greater purity, always double-checked with both HPLC and NMR. Our reactors operate at consistent, controlled temperatures, slugged with just enough bromine to avoid over-substitution or excess byproducts that complicate future purification. By focusing on reliable process chemistry, we reduce batch-to-batch noise and help customers avoid costly troubleshooting.

    We didn’t always reach such consistency. A decade ago, we’d see wildly different yields depending on which supplier delivered our starting pyridine-2-carboxylate. Moisture was a pesky culprit, leading to side reactions and unexpected color changes during bromination. After investing in trace moisture analysis and in-house drying ovens, we finally saw much more reproducible results, both in process yield and in product purity. Now, quality control isn’t just about ticking standards—it’s about real trust between us and our clients.

    Application in Synthesis: Real-World Use Cases

    What sets Methyl 5-bromopyridine-2-carboxylate apart from similar compounds is how it fits into key reactions. Most of the material that leaves our plant heads for labs that specialize in cross-coupling, whether Suzuki, Heck, or Stille. The bromine atom, attached at the 5-position, makes it an ideal handle for creating new C–C or C–N bonds with good selectivity and a minimum of side products. For pharmaceutical researchers, this translates to more predictable access to functionalized pyridines—important substructures in kinase inhibitors and antiviral scaffolds. Agrochemical developers use it, too, when building new crop protection agents where the nitrogen backbone of the pyridine is favored for both environmental persistence and target selectivity.

    Our technical team often gets questions about how our product differs from cheaper alternatives. The answer lies in process reliability: impurities like dibromo- or unreacted starting material can cripple a synthesis or, worse, contaminate an API or research compound. We can trace each lot back to its raw material, with chromatography and spectroscopic checks at every major process step. Clients who switch to our product from generic options often tell us they spend far less time on purification, freeing up their teams for more valuable work.

    Differentiation: What Sets Our Methyl 5-bromopyridine-2-carboxylate Apart

    Many in the marketplace claim to offer high-purity Methyl 5-bromopyridine-2-carboxylate. In practice, the true differences show up in downstream performance. For example, the type and level of residual solvents—often DMF or methanol—make a big impact in scale-up conditions. Our post-process purification steps strip away common residuals; we routinely measure solvent content by gas chromatography, acting quickly if levels rise above a few hundred ppm. On more than one occasion, customers have shared data showing new, cleaner NMR spectra after switching to our product, directly correlating to fewer headaches in their analytics lab.

    Packing and handling also matter more than some realize. Methyl 5-bromopyridine-2-carboxylate can take up moisture, leading to slow hydrolysis. We fill and seal under dry nitrogen, using amber bottles that shield from light exposure during transport. This practical approach keeps the product stable over a longer period, giving clients the confidence to stock inventory without fear of sudden degradation.

    Compared to methyl pyridine-3-carboxylate or its non-brominated analogues, our product offers a unique reactivity window. The bromine atom both activates and directs selective coupling, shaving days off multi-step synthetic sequences. Where more reactive -iodo- versions often overreact and non-halogenated analogues remain inert, the methyl 5-bromo derivative splits the difference—reactive enough for efficient transformation, but controllable enough to avoid runaway side chemistry under common lab conditions.

    Batch Reliability and Traceability

    Having dealt with supply chain hiccups, contamination, and regulatory scrutiny ourselves, we know real-world chemical manufacturing goes deeper than the MSDS and technical data sheet. Every batch of Methyl 5-bromopyridine-2-carboxylate starts with certified raw materials, sourced only from trusted producers we have audited personally. We log every process variable—reaction time, temperature, pressure, solvent lot, operator shift, and cleaning cycle. If a problem ever emerges downstream (it happens: a column blocks, filtration slows, an impurity spikes during scale-up), we can pull out the data within minutes.

    Some clients request certification to international standards, so we designed our process and documentation to meet ISO requirements—not just for bragging rights, but because traceable paperwork gives teams confidence in the product’s origins. Working with pharma partners showed us that even a seemingly tiny deviation, like a 0.3% unknown peak in the HPLC, can put an entire formulation campaign in jeopardy. Our answer is transparency: every certificate goes with a full analytical pack, not just the headline numbers.

    Mechanism of Action and the Value of the Pyridine Ring

    Much attention gets paid in research circles to the versatility of the pyridine ring. Its nitrogen atom influences reactivity and binding selectivity, a feature indispensable in medicinal chemistry. The methyl ester at the 2-position serves as a metabolic soft spot, often used for late-stage transformations. The bromine in the 5-position is reactive enough for cross-coupling, but its location within the ring is no accident—it directs electrophilic substitution selectively, an advantage when preparing substituted analogues that would otherwise require several more synthetic steps.

    Medicinal chemists favor this framework for two reasons. First, it acts as a platform for rapid diversification: palladium-catalyzed reactions with aryl or alkyl boronic acids give easy access to derivatives with different electron-donating or -withdrawing groups. Second, the methyl ester can convert smoothly into carboxylic acid, amide, or even pyrazole derivatives for SAR (structure-activity relationship) studies. We see requests for kilogram lots from contract research organizations carrying out just these transformations, sometimes under tight IP protection.

    Working Closely with Research and Process Teams

    As a manufacturer, what often excites us isn’t just making a quality compound, but being involved in the actual troubleshooting alongside our customers. More research groups have been reaching out, not only for reliable supply but also for technical input. We welcome it, since every real-world problem shared becomes a lesson for quality improvement.

    For example, some labs working on medicinal chemistry projects encounter stubborn residual starting material or color changes during storage. Our experience points to possible causes: incomplete reaction or moisture incursion is most likely, both issues we’ve solved with upgraded drying steps and new packing material. Having the chance to follow up weeks or months after delivery, hearing that the compound still performs as planned, reinforces why quality starts at the manufacturer—not in a warehouse or sales office.

    A few years ago, a client reached out after failing to obtain the expected yield in a cross-coupling step. We dug into our batch logs and discovered a subtle impurity pattern correlated with high humidity during a week of production. In response, we set up extra monitoring during monsoon periods, and batch consistency improved. Sharing those lessons with our client helped them fine-tune their solvents and bases, raising yields back to standard and solidifying a business relationship based on mutual problem-solving.

    Environmental and Regulatory Considerations

    No modern chemical operation can ignore environmental and regulatory pressures. Raw material traceability, solvent recovery, and safe handling practices make a real difference not just for compliance, but for day-to-day plant safety. In production, we minimize halogenated waste by careful charge control, and we have scrubbers in place for vapors—costly investments, but ones that mean our operations don’t cause issues for the surrounding community or our workforce.

    Transport rules for brominated compounds have grown more complex, and product documentation has to match customs requirements. By establishing clear labeling, batch coding, and safety data, we cut customs delays for buyers importing to development centers or pilot plants, especially across North America, the EU, and Asia. Our experience working with permit offices pays off for the client; no one wants a high-value intermediate delayed in a warehouse while paperwork gets sorted out.

    Waste disposal, too, can become a sticking point, especially for smaller labs. We offer take-back programs for unused reagents—unused or expired compounded lots returned for safe incineration or reclamation. In practice, these steps smooth out risk for research teams, as they know someone at the other end can help them manage tricky compliance around brominated wastes.

    Comparisons with Other Pyridine Carboxylate Compounds

    Chemists often compare the performance of Methyl 5-bromopyridine-2-carboxylate to analogues like methyl 3-bromopyridine-2-carboxylate or methyl 5-chloropyridine-2-carboxylate. The differences go beyond simple substituent swapping—each atom and position changes the game for catalysis or selective functionalization. Our data shows smoother couplings and higher isolated yields when using the 5-bromo derivative, attributable to its fine balance between reactivity and stability. The chlorine version resists certain reactions, and the meta-bromo variant suffers from unwanted side reactions under some palladium-catalyzed conditions.

    While iodo derivatives offer higher reactivity in couplings, they are far less stable and much more expensive to produce at scale. Moreover, most production environments prefer to avoid unnecessary iodine handling, both for cost and safety reasons. The 5-bromo product occupies the sweet spot for both everyday lab work and industrial synthesis—reactive enough for standard couplings, yet robust enough to ship and stock without specialist logistics.

    From a process development standpoint, switching to the brominated compound rarely disrupts established protocols. We routinely assist technical teams in method adjustment, such as optimizing ligands and bases when transitioning from the chloride or non-halogenated version. In every comparison, the value of detailed batch history and predictable impurity profiles not only simplifies analytics but builds confidence for teams under pressure to deliver results on fixed timelines.

    Supporting Research and Industrial Teams—Beyond the Bottle

    Supplying fine chemicals isn’t just about raw numbers or purity prints. The labs and production lines using Methyl 5-bromopyridine-2-carboxylate rely on a steady, unbroken chain of trust. Our team answers technical queries not from a script but with lived experience—sometimes troubleshooting a filtration method, sometimes advising on solvent selection after spotting interaction with an impurity.

    We have invested in technical documentation, updating SDS entries and analytical specs as customers share new safety data or regulatory changes. Beyond chemical analysis, we participate in multi-site stability programs, simulating different climates to check that our inert packaging genuinely protects for the full shelf life.

    Some of our long-term clients have integrated our supply records into their digital inventory systems. This lets them scan and trace every drum or bottle, matching our batch numbers to their own experiment logs. This degree of integration came from simple conversations over the years, learning what teams actually want from a partner, not just a vendor.

    Challenges and Continuous Improvement

    Every new process or regulation brings a learning curve. We have dealt with global supply chain disruptions and production slowdowns brought on by power cuts or raw material shortages. Our lesson: investing in redundancy—multiple reactors, secondary suppliers, extra lab QC capacity—ensures continuity for our clients even when outside events strike unpredictably.

    Feedback from users on the receiving end shapes our upgrades. If several clients notice colour drift in warm climates, we swap to more UV-resistant packaging. If research groups request lower metal content for sensitive catalyst work, we review our filtration systems, adding in extra steps or new media. The goal isn’t just to hit a technical spec once, but to evolve as the uses for Methyl 5-bromopyridine-2-carboxylate keep expanding.

    Real improvement comes from seeing the product not just as an item, but as a moving part in others’ discoveries. We have walked the factory floors and lab benches of our clients, watched their reactions while they work with our product—sometimes those visits inspire ideas we bring right back to our own plant. The best validation comes when a researcher, having solved a tricky synthesis, calls us not just to reorder but to share the end results.

    Looking Ahead: The Future of Methyl 5-bromopyridine-2-carboxylate in R&D

    With drug and materials research moving faster year by year, the demand for versatile, high-purity intermediates like Methyl 5-bromopyridine-2-carboxylate continues to grow. We see new reaction pathways every year, pushing the boundaries of automated synthesis, roboticized high-throughput screening, and process intensification. As production scales up and chemistries become more sophisticated, manufacturers must keep evolving: not just keeping the shelves stocked, but making sure every bottle arriving in a lab or plant will perform exactly as promised.

    Our team takes pride in having grown alongside our partners—from research tool to production staple, trusted for both reliability and the experience we bring to every batch. We see Methyl 5-bromopyridine-2-carboxylate not just as a chemical entity, but as a foundation for thousands of new ideas brought to life by research and manufacturing teams around the world. Ultimately, it is this daily collaboration—with all the feedback, new requirements, and genuine problem-solving—that continues to shape how we make and deliver this compound, batch after batch, year after year.