6-Aminopyridine-3-boronic acid pinacol ester

    • Product Name: 6-Aminopyridine-3-boronic acid pinacol ester
    • Chemical Name (IUPAC): (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine
    • CAS No.: 870299-18-8
    • Chemical Formula: C11H17BN2O2
    • 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

    912222

    Productname 6-Aminopyridine-3-boronic acid pinacol ester
    Casnumber 850568-26-6
    Molecularformula C11H17BN2O2
    Molecularweight 220.08
    Appearance White to pale yellow solid
    Meltingpoint 106-110°C
    Purity Typically >97%
    Smiles B(OCC(C)(C)OCC(C)(C)O)c1cc(N)cnc1
    Solubility Soluble in most organic solvents
    Storagetemperature 2-8°C
    Synonyms 6-Aminopyridin-3-ylboronic acid pinacol ester
    Boilingpoint Decomposes before boiling
    Inchikey HQMVUWOOFBDVPI-UHFFFAOYSA-N

    As an accredited 6-Aminopyridine-3-boronic acid pinacol ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Sealed amber glass vial with a screw cap, labeled “6-Aminopyridine-3-boronic acid pinacol ester, 1 gram,” shipped with desiccant.
    Container Loading (20′ FCL) 20′ FCL can load 6-Aminopyridine-3-boronic acid pinacol ester in sturdy, sealed drums or bags, ensuring safe, moisture-free transport.
    Shipping 6-Aminopyridine-3-boronic acid pinacol ester is shipped in a tightly sealed container, protected from moisture and light. The shipment complies with chemical safety regulations, including appropriate labeling and documentation. Temperature control may be recommended, and all transport follows guidelines for handling hazardous laboratory chemicals. Delivery typically occurs via certified chemical couriers.
    Storage 6-Aminopyridine-3-boronic acid pinacol ester should be stored in a tightly sealed container, protected from light and moisture. Keep at 2-8°C (refrigerated) in a well-ventilated, dry area, away from oxidizing agents and strong acids. Avoid prolonged exposure to air to prevent hydrolysis or decomposition. Proper labeling and adherence to safety guidelines are essential for safe storage.
    Shelf Life **Shelf Life:** Stable for at least 2 years when stored in a cool, dry place, tightly sealed, and protected from light and moisture.
    Application of 6-Aminopyridine-3-boronic acid pinacol ester

    Purity 98%: 6-Aminopyridine-3-boronic acid pinacol ester with purity 98% is used in Suzuki-Miyaura cross-coupling reactions, where it ensures high product yield and selectivity.

    Molecular weight 234.07 g/mol: 6-Aminopyridine-3-boronic acid pinacol ester with molecular weight 234.07 g/mol is used in pharmaceutical intermediate synthesis, where it enables accurate stoichiometric calculations for efficient process development.

    Melting point 152-156°C: 6-Aminopyridine-3-boronic acid pinacol ester with melting point 152-156°C is used in solid-phase synthesis, where it provides thermal stability during high-temperature reaction steps.

    Particle size <50 μm: 6-Aminopyridine-3-boronic acid pinacol ester with particle size <50 μm is used in automated reagent dispensing, where it enhances uniform dissolution and reproducibility.

    Stability temperature up to 50°C: 6-Aminopyridine-3-boronic acid pinacol ester with stability temperature up to 50°C is used in storage and transportation of sensitive intermediates, where it maintains chemical integrity and prevents degradation.

    Water content <0.5%: 6-Aminopyridine-3-boronic acid pinacol ester with water content <0.5% is used in moisture-sensitive coupling reactions, where it minimizes side reactions and increases target compound purity.

    Assay (HPLC) ≥97%: 6-Aminopyridine-3-boronic acid pinacol ester with assay (HPLC) ≥97% is used in medicinal chemistry research, where it ensures reproducible pharmacological study results.

    Endotoxin level <0.1 EU/mg: 6-Aminopyridine-3-boronic acid pinacol ester with endotoxin level <0.1 EU/mg is used in bioconjugation protocols, where it guarantees low immunogenicity in biological assays.

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    Certification & Compliance
    More Introduction

    6-Aminopyridine-3-boronic Acid Pinacol Ester: Precision Chemistry for Advanced Synthesis

    The Substance Behind the Formula: What Drives Innovation in Modern Organic Synthesis

    Direct business in chemical manufacturing does not merely depend on producing high-purity substances—it rests upon a solid understanding of what every functional group, every building block, means to the broader chemistry community. 6-Aminopyridine-3-boronic acid pinacol ester is a fine example of how precise functionality can transform synthetic planning, especially for those involved in pharmaceutical research and the preparation of complex organic intermediates. Our plant has integrated years of continuous process optimization to deliver this compound, focusing on consistent morphology and tight impurity control. Experience teaches us that skipping these refinements leads to unpredictable results at later stages for our clients.

    Meeting the Needs of Cross-Coupling: Why Structure Matters

    Many customers know this molecule mostly as a Suzuki-Miyaura partner. It earns its place on the workbench through a balance of electronic and steric features. The 6-amino group supports unique reactivity profiles in heterocycle elaboration, acting as a handle for further diversification. The pinacol ester part offers robust protection for the boronic function, sheltering it from unwanted hydrolysis during storage or handling. Our in-house synthetic chemists have seen decades of challenges with earlier generations of boronic acids—often unstable, frustrating to store, and prone to forming intractable polymers with moisture in the air. Pinacol esterification solved many of these headaches; a bright lesson learned through actual failed batches and lost revenue.

    We dedicate process design to yield a product with batch-to-batch consistency in particle size and purity. Controlled crystallization and solvent handling matter here, since the reactivity of this compound traces right back to even slight residual solvent or physical inhomogeneity. The feedback loop with R&D clients pushing SAR studies or late-stage functionalization has shaped our material flow protocols. In our experience, nothing frustrates a chemist more than watching a coupling reaction fizzle due to hidden impurities or degraded material.

    Key Specifications: Why They Aren’t Just Numbers

    Our technical staff routinely stress the fundamentals—accurate melting point determination, thorough NMR characterization, and strict adherence to residual solvent thresholds. A typical batch of 6-aminopyridine-3-boronic acid pinacol ester emerges from our reactors as an off-white powder that resists caking and absorbs only trace amounts of moisture after months in proper storage. We verify purity by HPLC and NMR, focusing on controlling trace pyridine derivatives and minimizing cyclized byproducts. Product consistency drives speed and confidence for downstream users, whether a customer prepares small libraries for screening or scales up to hundreds of grams for preclinical trials.

    Practiced hands in our analytical lab have encountered every imaginable challenge: batch tails that show faint boronic acid contamination, or minor pinacol dehydration signals that signal trouble. Each instance gets logged and addressed. We have found that technical investment at the quality control step pays for itself many times over, as it protects our direct clients from unpredictable reactivity or failed purification at scale.

    Applications and Industry Perspective: From Bench to Process

    Synthetic challenges do not end at the reaction flask. Medicinal chemists seek versatility—one compound serving many roles. The 6-amino group on the pyridine ring unlocks a spectrum of transformations, from reductive amination and acylation to palladium-catalyzed coupling. Using this molecule, teams can introduce nitrogen-based functional handles right at the heart of lead discovery, building libraries with unique polar profiles or constructing conjugates for bioconjugation studies.

    Chemical manufacturers like us see demand shifting as new synthetic methods become standard. Cross-coupling technology now supports ever-larger scale integration, from microgram discovery batches to multi-kilo pilot runs. In our experience, success comes from not just shipping bulk material but tracking precisely how subtle features—say, microimpurities or unoptimized particle size distributions—impact ligand loading, reaction time, or catalyst life. Customers have moved away from “good enough” towards genuine reproducibility.

    Comparison to Other Boronic Esters and Pyridine Derivatives

    Not all boronic esters are created equal. Over years of serving demanding process chemists, we have fielded many questions about swapping in other isomers or related boronic acid derivatives. In our hands, the 6-amino substitution provides better coupling selectivity, especially for heteroaryl-aryl cross-coupling in water-rich conditions. The 3-position on the pyridine ring remains more accessible to palladium complexes compared to other regioisomers, leading to higher yields and fewer side reactions.

    Some customers ask about using the free boronic acid rather than the pinacol ester. Our direct production experience tells a clear story: the ester delivers longer shelf life, easier weighing, and more reliable handling in automated equipment. We have tracked failure cases for projects using unstable acid forms, especially under humid conditions. Many teams learned the hard way that seemingly small substitutions in the protective group can mean extra days troubleshooting purification or repeating screens due to dropped yields.

    Comparing with similar heteroaryl boronic esters, the 6-amino product displays distinct solubility profiles, which benefits process engineers facing crystallization bottlenecks during work-up. Our scale-up department has leaned into this feature, tailoring solvent systems to fit project needs. The ability for the ester to resist hydrolysis under a range of conditions makes it a more reliable partner in staged synthesis, especially when the compound must sit in intermediate storage during process interruptions or when awaiting downstream steps.

    Handling and Safety from the Manufacturer’s Perspective

    No manufacturer’s commentary on any boronic ester feels complete without tackling safety and proper handling. Over the years, we have invested heavily in environmental controls and employee training, using direct field experience to minimize health risks and avoid environmental release. 6-Aminopyridine-3-boronic acid pinacol ester, with its moderate dusting tendency and limited volatility, can still cause mild irritation with repeated or careless exposure. In our facilities, dust control points and glovebox handling remain standard for large packages, based on feedback from the plant floor about repeated contact or accidental spills.

    Early adopters sometimes underestimated the stickiness of pinacol boronates, which can linger in shared equipment or bind tightly to glassware. Through time, we established robust cleaning protocols and designed solid transfer systems that protect both quality and worker health. Onsite, we have never sacrificed on localized extraction points or solvent washing stations, recognizing that production reliability cannot come at the cost of worker safety or downstream contamination.

    Environmental Considerations and Responsible Manufacturing

    Modern expectations do not allow us to overlook the environmental footprint of fine chemicals production. As a direct manufacturer, we keep our waste minimization efforts tightly integrated with every step of 6-aminopyridine-3-boronic acid pinacol ester synthesis. The boronic esterification sequence carries risk for pinacol run-off and boronate waste. Over previous years, we have revamped our solvent recycling protocols, moving toward closed-loop systems wherever possible to capture and reuse spent solvents. Our process team works with regulatory compliance officers to maintain best practices, always recording solvent use, tracking byproduct levels, and confirming all waste meets local treatment standards.

    Clients continue to express growing interest in sustainable sourcing and process transparency. Our technical documentation offers full traceability from raw material purchase to final delivery, including third-party analysis for critical precursor lots. Direct relationships with upstream suppliers help us demand ethical sourcing and prompt response if irregularities emerge. These efforts come from a long line of plant experience, where unforeseen contamination or batch rejection led to wasted resources and project setbacks.

    Listening to Customers: Lessons Learned on the Shop Floor

    No process improvement moves forward without input from firms on the front lines of drug or material discovery. Chemistry remains a collaborative science, and our team keeps communication open with R&D and process teams at dozens of partner organizations worldwide. Feedback loops shape how each batch is produced and packaged. For example, we reengineered our packaging materials after a customer flagged minor pinacol leaching under high-humidity shipping conditions. Only someone who routinely moves kilograms of pinacol boronates understands how small changes in packaging or transport can spell the difference between perfect reaction and an unplanned loss.

    Repeated collaboration lets us gather hard data on real-world coupling yields, helping us update process metrics to reflect what customers actually achieve—not just what the theoretical literature predicts. Feedback encompasses everything from particle flowability in automated dosing equipment to dissolution rates in high-throughput screens. We see our role as more than a producer: our experience bridges production technology and practical chemistry, always focused on optimal outcomes for users.

    Process Optimization and Cost Efficiency

    Manufacturing fine chemicals carries an inherent tension between delivering top-tier material and maintaining cost-effective production. Through years of running pilot plants and commercial-scale operations, our team learned that predictive quality minimizes start-up failures later on. For this specific product, control of temperature ramps during esterification, careful water removal, and staged crystallization allowed us to push yields above industry average without sacrificing purity. We engineered our reactors to maintain tight thermal gradients and automated solvent dosing, which cut batch variations noticeably.

    A notable difference compared to generic sources comes from how thoroughly we validate each new production run before scaling. This process—sometimes tedious—keeps the acid and amine impurities in check so clients receive product that reacts predictably. We found that routine underestimation of these steps leads to much higher costs hidden in poor yields, repeat syntheses, or costly downstream analysis. Price transparency follows directly from consistent quality. Our clients hit their project milestones with fewer surprises, which reflects well across the sector.

    Moving Forward: The Role of Specialty Boronic Esters in Chemical Innovation

    New frontiers in organic electronics, agrochemical development, and bioconjugation depend on functionalized heterocycles that join robustly across carbon-carbon or carbon-heteroatom bonds. 6-Aminopyridine-3-boronic acid pinacol ester sits at the confluence of demand for selective cross-coupling and creative molecular design. By directly managing every aspect of its production—from raw material testing through reactor design and comprehensive final analysis—we offer more than just another laboratory reagent. We provide a foundation that allows innovation, reduces chemical risk, and speeds time from bench to product.

    Manufacturing such materials at scale often exposes subtle issues missed on smaller syntheses: foaming during boronate formation, micro-inclusions that disrupt downstream analytics, or batch-dependent solubility oddities. Our troubleshooting logbooks fill with such stories. Trained operators and responsive analytical teams have cut learning curves for our buyers, making it easier to meet tight deadlines in industry or academia. The compound’s stability profile outperforms many earlier boronic acids, cutting waste and hazard in routine handling—features hard won after years of iterative process improvements.

    How Collaboration and Data Drive Quality at Scale

    Leading customers do not merely accept glossy specification sheets; they request data on impurities, shelf life, and even fine details like color changes or texture shifts over months of storage. Thanks to internal collaborations between our analytical and production teams, we now deliver product dossiers including NMR, mass spectrometry, and elemental analyses that allow any partner to directly validate key characteristics.

    We have built project libraries tracking each batch from synthesis to delivery, logging real-world reaction outcomes and periodic stability results. Many contract research organizations now expect such transparency, especially when planning multiple iterations in medicinal chemistry pipelines or process development for APIs. Direct process feedback also benefits our R&D team, who flag abnormal trends early and preemptively update our SOPs to preclude production drifts. These investments have cemented confidence among our repeat buyers, who recognize the value of rapid, accurate technical support if any issue ever arises.

    Conclusion: Delivering Value in a Changing Industry

    6-Aminopyridine-3-boronic acid pinacol ester demonstrates the leap forward specialty chemical production has taken in recent years. It benefits from advanced process control, well-tested handling and storage, and an unbroken focus on listening to what chemists need in practice. As the direct manufacturer, every kilogram shipped represents an accumulated body of lessons, errors corrected, and a culture of continuous improvement. With more complex targets entering pharmaceutical, agrochemical, and material science research, this compound stands ready to support projects requiring high selectivity, predictable performance, and transparent supply chain management.

    No commentary on advanced intermediates feels right unless the manufacturer recognizes what customers risk and what they gain by partnering directly, not just through an anonymous chain. Our steady investment in quality infrastructure and responsive process management flows directly to every project using our product, feeding back lessons that help sustain growth and innovation across the sector. Every batch reflects not just a recipe, but a collective commitment from plant floor to chemist’s bench.