6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid

    • Product Name: 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid
    • Chemical Name (IUPAC): 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid
    • CAS No.: 864895-93-6
    • Chemical Formula: C8H5BrN2O2
    • 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

    284288

    Name 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid
    Cas Number 182439-49-6
    Molecular Formula C8H5BrN2O2
    Molecular Weight 241.04 g/mol
    Appearance Solid, powder
    Melting Point 187-190°C
    Purity Typically ≥98%
    Solubility Soluble in DMSO, DMF; slightly soluble in water
    Storage Temperature Store at 2-8°C
    Synonyms 6-bromo-2-carboxyimidazo[1,2-a]pyridine
    Inchi InChI=1S/C8H5BrN2O2/c9-6-3-1-2-5-10-7(8(12)13)4-11(5)6/h1-4H,(H,12,13)
    Smiles C1=CC2=NC(=CN2C(=C1)Br)C(=O)O

    As an accredited 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle containing 5 grams of 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid, labeled with chemical name and hazard warnings.
    Container Loading (20′ FCL) 20′ FCL container holds securely packed drums or fiber cartons of 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid, ensuring safe bulk shipment.
    Shipping 6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid is shipped in tightly sealed containers, protected from moisture and light. It is typically packed in accordance with relevant hazardous material regulations, ensuring safe transport. Temperature control may be required. Accompanying documentation includes safety data sheets (SDS) and labeling compliant with international chemical shipping standards.
    Storage 6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid should be stored in a tightly closed container, protected from light and moisture. Keep at room temperature (15–25°C) in a well-ventilated, dry area, ideally in a chemical storage cabinet. Segregate from incompatible substances (such as strong bases or oxidizers). Always follow standard laboratory safety protocols while handling and storing this compound.
    Shelf Life 6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid should be stored dry, cool, and protected from light; shelf life is typically 2-3 years.
    Application of 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid

    Purity 98%: 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid with a purity of 98% is used in pharmaceutical intermediate synthesis, where it ensures high reaction yield and minimal byproduct formation.

    Melting point 238°C: 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid with a melting point of 238°C is used in solid-state formulation studies, where it provides excellent thermal stability during processing.

    Particle size <10 µm: 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid with a particle size below 10 µm is used in fine chemical manufacturing, where it allows for homogeneous dispersion and improved reaction kinetics.

    Moisture content <0.5%: 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid with moisture content less than 0.5% is used in high-precision organic synthesis, where it reduces the risk of hydrolysis and degradation.

    Stability temperature up to 180°C: 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid with stability up to 180°C is used in heated batch reactions, where it maintains chemical integrity and consistent product quality.

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    Certification & Compliance
    More Introduction

    Understanding 6-Bromoimidazo[1,2-a]pyridine-2-Carboxylic Acid: Experience from the Manufacturer’s Floor

    The Journey from Lab Bench to Reactor

    The process of developing 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid started with the need for reliable heterocyclic building blocks in pharmaceutical research. Over the years, as demand for new molecular scaffolds grew, our approach adapted. Early days in our pilot room required careful attention to bromination and cyclization conditions, as small changes in temperature or reagent addition impacted yields and byproduct patterns. Now, steady refinements and deeper technical understanding help us manage consistent output across every batch.

    Scaling imidazopyridine derivatives always brings some challenge. For this molecule, the arrangement of bromo on the six position makes the process more sensitive to environmental control. We monitor each phase closely, especially as the reaction mixture moves from intermediate formation to final acid functionality, with tight control over time and stoichiometry. Operators echoed this: missed readings or incorrect solvent ratios could mean extra purification time, or worse, compromised material.

    Specifications Matter on the Workbench

    For every batch, purity stands at the core. We guarantee purity above 98% by HPLC, mindful of how even trace impurities affect downstream chemistry—especially when the acid acts as a handle for cross-coupling or further heterocycle construction. Particle size and moisture content also come under scrutiny. Segregation during storage or minor aggregation in transfer could disrupt the weighing process or alter reactivity, so we check before material leaves the plant.

    Packing in double-lined, airtight containers, we keep hydrolytic stability intact. Our in-house experience showed that any exposure to atmospheric moisture, even during brief container transfers, can influence carboxylic acid forms or degrade the imidazopyridine skeleton. Glass containers were tried in the past but corrosion in bromo-containing samples showed up during stability checks, pushing us to switch to HDPE jars with tamper-proof seals.

    Applications: What Our Chemists and Partners Do

    Much of the 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid we produce finds its first home in medicinal research labs, where medicinal chemists look for new activity among kinase inhibitors, anti-infectives, and central nervous system agents. The bromo component makes Suzuki and Buchwald-Hartwig couplings feasible, so research teams can attach diverse aromatic or heterocyclic partners. We have even seen demand build up in the agrochemical sector, where structural rigidity and varied substitution around the ring offer strong leads for crop protection compounds.

    Some of our closest collaborations come from scale-up projects. Last year, a mid-sized pharma group faced bottlenecks when alternate suppliers provided lots with excess inorganic bromide. Our long-term hands-on protocol tweaks, including multi-stage washes and vacuum drying, met their exact OQ and PQ standards without delays. This kind of experience—troubleshooting synergistically with clients—sets us apart from typical commodity suppliers.

    Real Differences Compared to Related Intermediates

    Many teams, at first glance, see 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid like its other halogenated cousins or as a routine imidazopyridine. Field reports highlight nuances. Unlike its 2-chloro or 3-bromo isomers, our compound offers predictable reactivity site at position six, along with a carboxylic acid that operates both as a synthetic handle and as a hydrogen bond donor in target libraries. Comparative trials with imidazo[1,2-a]pyridine-3-carboxylic acid revealed sharper selectivity in Pd-catalyzed reactions, with yields boosted by 10–15% when working with arylboronic partners.

    In our plant, solvents and reagents chosen for this compound show less tendency to promote undesired ring halogenation or acid decarboxylation than with homolog candidates. Much of this comes down to the electron distribution unique to the 6-bromo position. This has helped our continuous process lines avoid the side reactions that complicate upscaling in crowded facilities, saving on rework and improving process safety.

    Lessons from Manufacturing: Mistakes, Improvements, and Customer Feedback

    Manufacturing specialty heterocycles involves bumps. Several years ago, we logged frequent customer feedback about trace metallic residues. After scrutiny, the team traced this to specific batches of external catalysts for the bromo introduction stage. We responded by building redundancy into our supply chain for critical reagents and switched to higher-purity catalyst grades, even though raw material costs rose. That decision cut customer complaints and opened opportunities with higher-tier pharmaceutical partners needing stricter impurity profiles.

    We continue routine validation and cross-checks of all finishing steps. Powder handling in particular demands attention—especially during transfer, when static and minimal humidity can cause clumping or loss. Our operators, after performing dozens of fills in a shift, suggested gradual feed practices and periodic vacuum checks rather than simply relying on historical SOPs. Real-world feedback shaped our current approach and ensures nobody cuts corners due to a tight delivery window.

    Market Evolution and Research Insights

    Demand for well-characterized, pure building blocks grew rapidly the last few years. Custom contract requests rose as pharmaceutical companies outsourced risky parts of research and short-term pipeline targets. We answer inquiries not just about purity or packing, but about scalability, batch-to-batch variation, and uncommon reaction kinetics. Our QC laboratory logs share that knowledge with our commercial team whenever an unexpected impurity crops up, not just internally but so clients understand the changes in their own product outcomes.

    Several times, we fielded urgent phone calls when teams attempted to use analogs—such as 6-bromoimidazo[1,2-b]pyridine-2-carboxylic acid—before running side-by-side comparisons. Different regiochemistry changed outcome predictability, especially during metal-catalyzed functionalizations. Our direct shipments, traceable down to barcode-labeled lots and tied back to full electronic batch records, meant peace of mind for those navigating ever-tighter regulatory hurdles.

    Continuous Improvement: Quality, Safety, and Environmental Responsibility

    Small-molecule production must respect both people and the environment. Over the past decade, process development tracked both stricter regulatory norms and rising client standards for green chemistry. Teams across shifts contributed ideas—solvent recovery, in-process recycling of bromide salts, and closed handling during critical additions reduced emissions and waste. Every new batch run comes under review for further tweaks or safer alternate reagents, as knowledge and supplier connections deepen.

    Staying close to the actual product line, we saw first-hand how regulatory changes around the use of halogenated solvents forced not just alternative choices but also the modification of downstream waste treatment. Each cost us extra investment and time upfront, but day-to-day operation improved—lowered exposures for workers and far smoother documentation during audits. Keeping a close connection to what really happens on the line, rather than just reviewing the finished batch report, builds the discipline and respect needed in fine chemical manufacturing.

    Supporting Innovation with Practical Service

    Our technical team noticed research partners sometimes wasted weeks with off-spec lots from brokers or resellers without direct manufacturer backup. We heard stories of failed NMRs, unexplained HPLC peaks, and shipment packaging that arrived battered. Our commitment from the start: direct dialogue between lab and customer, with the ability to screen, sample, and ship from a single, traceable source. This approach proved its value not only in speed but in clarity—chemists found answers faster and avoided repeated cycles of troubleshooting, letting them focus on generating new knowledge rather than revisiting QC every time.

    In-house, our team benefits from exposure to both plant and R&D scale reactions. Operators share best practices with process chemists, and process chemists loop back lessons learned from early client projects. This line of communication shaped both our documentation and day-to-day production—continuous learning, not just compliance, keeps us ahead of changing market needs.

    Insight on the Value Chain

    Being the manufacturer directly, we experience the risks and timing needs of the pharma and fine chemical value chain. Missed delivery on a kilo for a clinical candidate or even a gram-scale project can derail critical timelines. Our scheduling and maintenance reflect this urgency. Routine preventative checks, operator cross-training, and clear escalation paths for anything leaving the predefined quality window all came out of walking the plant floor, talking with both downstream users and our changeover crews.

    Price alone rarely tells the real story. Some buyers, after chasing a slightly lower quote from remote sources, return to our pipeline once confronted with inconsistency or lack of batch transparency. Open conversations about reaction restrictions—for instance, conditions that might degrade the bromo ring in downstream chemistry—help prevent disappointment and wasted effort. Our transparency, supported by the generation and retention of batch histories for every container, means clients avoid tracing errors or mystery contaminants.

    Technical Questions and Solutions We’ve Delivered

    The most common challenge our customers raise: why am I not getting the yield or purity I expect in late-stage reactions? We walk through everything possible, from the initial dissolution step to whether storage conditions affected the product. In one instance, a research group lost material through thermal decarboxylation by leaving samples out at ambient temperature over a hot summer weekend. After reviewing their methods, we provided guidance on cool storage and rapid weighing, which reduced material loss and restored trust.

    Several clients, aiming to push scale or automate screens, needed tighter particle size distributions. Through experimentation, we optimized post-crystallization milling protocols, balancing product flow against dusting risks, and found target metrics for their automated feeders. Our willingness to run small-scale tests and share learning, not just meet the purchase order, built stronger partnerships and mutual progress.

    Safety and Regulatory Observations

    Handling specialty brominated heterocycles presents exposure risks if safety lapses occur. Over the years, our experience with personal monitoring, local exhaust upgrades, and protocol retraining revealed ways to further minimize contact. We eliminated steps with open transfers by introducing closed-system charging, which not only shielded workers but also cut down on ambient air tests and contamination concerns.

    Auditors and quality partners care about every stage, from solvent drum arrivals to finished product dispatch. Years of regulatory filings taught us that complete traceability, all the way down to lot-specific quarantine files and integrated change management, assures both us and customers that future demands or recalls can be managed without guesswork. Physical tracking—labels, digital systems, and operator logs—matches chemical traceability, creating trust for those with long-term, multi-country portfolios.

    Economic and Market Trends Affecting this Compound

    Building blocks like 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid face wider swings as global demand for pharmaceutical innovation shifts. COVID-era volatility taught us the value of dual sourcing for key reagents, and of maintaining a minimum stock level well above lean manufacturing norms. The shift to more distributed research models means customers expect smaller, high-certainty lots faster, rather than buying in multi-kilo increments.

    On price and process, making continuous efficiency improvements keeps us competitive with both overseas giants and boutique labs. Owning the process end to end, without layers of brokers or middlemen, lets us reinvest in plant improvement and rapid response to design changes or process upsets. Our team lives the costs, risks, and opportunities in real time rather than waiting for reports from a distant subcontractor or payment from slow, bureaucratic channels.

    Future Directions from Production Lines

    Customers increasingly ask for data-supported process documentation, not just supply chain assurances. We run ongoing studies tracking reaction byproducts, process emissions, and waste profiles, not because regulations demand it, but because doing so brings efficiency and transparency. Sharing these results with clients leads to breakthrough moments, such as identifying minor impurity paths or co-processing options that were previously missed.

    Looking ahead, raw material supply tightening and regulatory scrutiny will push further technical development. Our investment focus will stay on flexible reactor configurations and real-time process analytics, as more varied projects require fast changeovers and batch documentation suitable for both internal review and global regulatory needs. By listening to both operators and customers, and incorporating their field experience, we build up knowledge that translates into smoother plant operation and better end use for researchers worldwide.

    Product as a Bridge: Knowledge, Reliability, and Partnership

    Over time, the real value in being the manufacturer of 6-bromoimidazo[1,2-a]pyridine-2-carboxylic acid emerges from thousands of small choices—raw material checks, procedural tweaks, and transparent reporting. The reputation earned from direct engagement, consistent results, and solutions based on years of collective knowledge appeals to those pushing the edge in discovery and process development. As markets evolve, and research teams demand ever-tighter controls, those choices continue to matter—on the floor, in the laboratory, and across the supply chain.