Pyridine-3-boronic acid pinacol ester

    • Product Name: Pyridine-3-boronic acid pinacol ester
    • Chemical Name (IUPAC): 4,4,5,5-Tetramethyl-2-(pyridin-3-yl)-1,3,2-dioxaborolane
    • CAS No.: 382361-23-1
    • Chemical Formula: C11H16BNO2
    • 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

    399144

    Product Name Pyridine-3-boronic acid pinacol ester
    Cas Number 3821-59-6
    Molecular Formula C11H16BNO2
    Molecular Weight 205.07 g/mol
    Appearance White to off-white solid
    Melting Point 80-84 °C
    Boiling Point No data available (often decomposes)
    Purity Typically >97%
    Solubility Soluble in common organic solvents (e.g., dichloromethane, THF)
    Smiles B1OC(C)(C)C(C)(C)O1c2cccnc2
    Inchi InChI=1S/C11H16BNO2/c1-11(2,14-9(3,4)15-11)13-10-6-5-8-12-7-10/h5-8H,1-4H3
    Density Approx. 1.08 g/cm3
    Storage Conditions Store in a cool, dry place; keep container tightly closed
    Refractive Index No data available
    Applications Organic synthesis, especially Suzuki-Miyaura cross-coupling

    As an accredited Pyridine-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 The 5g Pyridine-3-boronic acid pinacol ester is supplied in a sealed amber glass vial with a tamper-evident cap and label.
    Container Loading (20′ FCL) 20′ FCL: Pyridine-3-boronic acid pinacol ester packed in HDPE drums, sealed, palletized, net weight 12-14 metric tons per container.
    Shipping Pyridine-3-boronic acid pinacol ester is shipped in tightly sealed containers, typically under an inert atmosphere to prevent contamination. It is packed securely with cushioning materials, labeled for chemical handling, and transported in accordance with relevant regulations, ensuring stability and safety during transit. Avoid exposure to moisture, heat, and direct sunlight.
    Storage Pyridine-3-boronic acid pinacol ester should be stored in a tightly sealed container, protected from moisture and air. Keep it in a cool, dry, and well-ventilated area, away from sources of ignition and incompatible materials such as strong oxidizing agents. Store at room temperature or as specified by the manufacturer, and handle under inert atmosphere if sensitive to air or moisture.
    Shelf Life Pyridine-3-boronic acid pinacol ester should be stored tightly sealed at 2-8°C; typically, shelf life is 2 years under these conditions.
    Application of Pyridine-3-boronic acid pinacol ester

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

    Melting Point 78-82°C: Pyridine-3-boronic acid pinacol ester with a melting point of 78-82°C is used in organic synthesis workflows, where it provides reliable handling and consistent crystallization behavior.

    Moisture Content ≤0.5%: Pyridine-3-boronic acid pinacol ester at moisture content ≤0.5% is used in pharmaceutical intermediate manufacturing, where it enhances reaction reproducibility and product stability.

    Particle Size <300 μm: Pyridine-3-boronic acid pinacol ester with particle size less than 300 μm is used in automated synthesis equipment, where it allows for uniform dosing and improved material dispersion.

    Stability Temperature up to 40°C: Pyridine-3-boronic acid pinacol ester stable up to 40°C is used in storage and transport, where it reduces the risk of decomposition and maintains reactivity.

    Residual Pinacol <1%: Pyridine-3-boronic acid pinacol ester containing residual pinacol below 1% is used in catalyst screening studies, where it minimizes interference and improves reaction selectivity.

    Assay ≥98.5%: Pyridine-3-boronic acid pinacol ester with an assay of at least 98.5% is used in medicinal chemistry libraries, where it supports accurate stoichiometry and purity of screening compounds.

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    Certification & Compliance
    More Introduction

    Pyridine-3-boronic acid pinacol ester: In-house Experience and Production Insight

    Our Perspective on Pyridine-3-boronic acid pinacol ester (CAS: 382424-20-8)

    For years in fine chemical manufacturing, handling demand for cross-coupling reagents with reliable reactivity and consistency has driven our commitment to developing and refining pyridine-3-boronic acid pinacol ester production. Chemical structure alone does not secure purity—every step from raw boronic sources to final esterification needs deliberate control. Over time, we’ve fine-tuned our process to reach levels that support both scale and specificity, especially for customers working on pharmaceuticals or agrochemical intermediates.

    Key Specifications and What Sets This Molecule Apart

    Our pyridine-3-boronic acid pinacol ester generally offers a white to off-white crystalline appearance, stable under ordinary storage. Based on hundreds of batches, the impurity profile distinguishes this ester from less refined boronic derivatives. We built analytical procedures into each production cycle, notably HPLC and NMR, to validate that residual pinacol, boronic acid by-products, or pyridine impurities remain below recognized thresholds. Typical purity exceeds 98%. This makes the material suitable for sensitive Suzuki-Miyaura couplings where single-digit impurity percentages can sabotage yields or contaminate downstream steps.

    Our team prefers handling this ester over free pyridine-3-boronic acid because it offers much stronger hydrolytic stability. Free acids tend to decompose or polymerize in storage, particularly in humid climates or when exposed to adventitious water during transport. Reactions using the pinacol ester run with less catalyst decomposition, giving operators and process chemists a wider window for error-free operations. It also stores and ships more safely, especially in bulk. We saw fewer issues with caking, clumping, or material loss when moving to the ester from the acid form in our own packing lines and through feedback from long-term partners.

    Main Applications in Our Customers’ Projects

    Real-world use confirms that this reagent serves synthetic organic chemists trying to introduce the pyridyl group at various stages. In pharmaceuticals, many teams employ this compound to make kinase inhibitors, antineoplastics, or anti-infectives where a 3-pyridyl unit brings improved pharmacological properties. For crop science, pyridine motifs broaden efficacy against particular fungal or insect targets. The pinacol ester outshines less stable boronates by supporting robust Suzuki coupling in everything from small-molecule R&D to plant-scale API production.

    One particular advantage is its adaptability. The pinacol group shields the boron from adventitious hydrolysis yet comes off cleanly under standard Suzuki reaction conditions, so technicians rarely need extra purification steps after coupling. We’ve supported dozens of kilo-scale custom runs where alternative boronic acids failed due to handling loss or reactivity problems mid-route. The precise behavior of this ester helps maintain process efficiency even when scaling up, which has been a repeated deciding factor for tech transfer and pilot plants.

    Why We Invest in Process Consistency

    Fine chemicals markets rarely forgive subpar reproducibility. With pyridine-3-boronic acid pinacol ester, the input pyridine purity, the order of boronation and esterification, and thorough removal of water can each make or break performance. Every lot we ship reflects a batch record tracing back to those small details. Our engineers standardized the drying procedures and solvent choices after early feedback signaled that trace solvent or water sometimes destabilized the product over time. Consistent density and particle size flow from the right solvent system, not post-drying trickery or blending. Even routine nitrogen blanketing during drumming reduces reactivity with atmospheric moisture.

    In our workshops, chemists and process operators have direct feedback into equipment upgrades and workflow refinements. We recruit staff who respect not just the core chemistry but the knock-on effects of logistics, packing, and inventory turnover for shelf-stable boronic esters. Our QC lab cross-verifies each outgoing batch, incorporating customer feedback from both large pharmaceutical clients and specialty research labs.

    Comparing Our Ester to Other Boronic Derivatives

    Some labs experiment with comparable boronic esters or acids for pyridine transfers, such as pyridine-2-boronic acid pinacol ester or the free acid forms. In synthesis, we’ve seen that changing the position on the pyridine ring drastically alters ease of purification, volatility, and, ultimately, coupling selectivity. The 3-position boronic pinacol ester shows less tendency to produce homocoupled by-products or interference from the basic nitrogen center than the 2-position analogs. Supply-chain buyers in major pharmaceutical companies have reported this compound integrates more smoothly into automated reaction systems due to physical consistency batch-to-batch.

    Alternative boronate sources, such as neopentyl glycol esters or methylboronic esters, can show greater reactivity in some couplings but often suffer from poor shelf life or require stricter exclusion of water and air. The pinacol ester variant represents a balance—enough stability for storage and transport, yet not so tenacious that boron transfer slows down during activation. Pinacol itself is less toxic and easier to handle than many other diol partners, which matters during disposal or emission control.

    Reusable catalyst systems depend heavily on the boronic source. Our in-house runs with Pd-based catalysts consistently yield high turnover numbers using the pinacol ester, saving precious metals and speeding up workup prior to extractive operations. This directly improves capacity utilization in our facilities and in client pilot plants, particularly where constant product purity and yield are non-negotiable.

    Safety, Handling, and Reliability Experience

    Our on-site safety protocols draw on long practice: boronic esters show low acute toxicity, but we insist on gloves, eye protection, and well-ventilated workshop spaces. The pinacol ester form does not readily sublimate or release unpleasant odors, so plant environments are easier to keep clean and safe for shift teams. Unlike the free boronic acids, where off-gassing and hydrolysis lead to deposits on equipment and unplanned downtime, this form minimizes routine maintenance in both glass and stainless-steel reactors.

    Bulk storage and shipping occupy air-tight, labeled drums, shielded with inert atmosphere. We avoid secondary repackaging in smaller, less robust containers unless explicitly requested. Every drum leaving the warehouse carries tamper-evident seals and traceable barcode for full auditability. These added steps cut down on receiving issues for the end user. They also support compliance with international standards for chemical safety and product tracking, especially where pharmaceutical or agrichemical traceability becomes a regulatory requirement.

    Addressing Common Issues in Downstream Processing

    Technicians and chemists often flag incomplete reactions or side product formation when switching boronate sources. Based on plant troubleshooting, several root causes emerge—inconsistent material quality, unintentional exposure to moisture, or inappropriate reaction conditions. By maintaining stringent quality controls on residual water and specifying explicit storage humidity for customer receiving areas, our batches have shown far fewer handling concerns. Many of our technical clients have moved to standardize internal procedures around our pyridine-3-boronic acid pinacol ester after cycles of trial-and-error with third-party imports.

    For those developing new synthetic routes, the predictability of reactivity often outweighs marginal price differences. During process optimization, our application chemists often coordinate with partner R&D teams, evaluating alternative catalysts, reaction media, or scale-up scenarios. In these projects, our willingness to adjust lot size, container type, or even just shipment timing has often meant fewer bottlenecks at client sites. Consistent product means less revalidation or repeat analysis—direct savings in both project time and resource consumption for the downstream user.

    Quality Documentation and Transparent Communication

    Transparent documentation follows each drum or pack, including analytical data (HPLC, NMR, GC where needed) corroborated by in-house and, if demanded, third-party testing. The quality system emphasizes traceability, lot-specific certificates, and quick response for out-of-spec events. Our customers report confidence not just in the purity but in the reliability of each shipment compared with uncertainties from trading houses or less-equipped suppliers. By remaining the actual manufacturer end-to-end, our teams can field in-depth technical questions directly—offering not scripted replies but insights shaped by day-in, day-out laboratory and plant practice.

    Continuous Improvement and Technical Support

    A technical sales and support team bridges our production side with client project leads. With supply chain disruptions or application-specific tweaks increasingly common, we prioritize maintaining multi-year supply agreements and surge capacity for regular customers rather than transactional sales. We’ve seen that pharma and fine chemical companies benefit most from vendors who guard supply integrity and preempt shortages. That trust is born from years of doing our own production, facing and solving yield, purity, and stability challenges at source.

    Internally, we invest in continuous training, with chemical process engineers and QC staff constantly reviewing procedures against evolving best practices. By integrating learnings from every lot and shipment, our plant adapts, catching small variances early and preventing them from spiraling into downstream complications. Many of our customers have cited improved internal reaction yields or less waste once aligning their processes with our variant of pyridine-3-boronic acid pinacol ester.

    Looking Ahead: Challenges in Sourcing and Sustainability

    While much attention rightly goes to purity, stability, and reactivity, sourcing of raw materials and reduction of waste weigh heavily on manufacturing operations. We work rigorously to qualify suppliers for input chemicals, ensuring trace metals and unwanted starting materials stay out of the process from step one. We monitor global market pressures on boron feedstocks and run scenario planning for supply interruption. Reducing chemical waste streams through in-reactor recycling and using energy-efficient dryers, reactors, and packaging lines further distinguishes our operation from less vertically-integrated competitors.

    In response to growing demand for green chemistry, we’ve begun trialing water-based media and recyclable solvents in test runs without sacrificing final product quality. Any process change must maintain all endpoints: purity, physical integrity, operator safety, and efficiency. By taking a manufacturing-led approach—rather than just box-ticking compliance—our team delivers consistent and predictable product, even as broader sustainability requirements mount.

    Direct Manufacturer Accountability and Engagement

    End-users benefit most from working directly with a manufacturer who owns quality at every level. Without layers of traders or brokers, our customer base calls us as partners for both routine orders and urgent troubleshooting. We’ve supplied this pyridine-3-boronic acid pinacol ester for over ten years across diverse sectors, building an archive of lab and plant data that sharpens every subsequent batch. Issues that might linger unresolved with intermediaries—like clumping, degradation, or inconsistent reactivity—are solved at source, in real time.

    Chemists and supply chain managers connect directly to technical experts who have decades of production experience, not just sales knowledge. Our feedback loops—from R&D to dispatch—translate quickly into practical improvements, whether in packaging, documentation, or secondary sourcing plans. This accountability system supports the trust that our product will behave as expected, batch after batch, for every step from lab trials to full-scale commercial application.

    Supporting Innovation Without Compromising Reliability

    With accelerating trends toward more complex heterocyclic chemistry, consistent supplies of high-quality pyridine-3-boronic acid pinacol ester support innovation across the pharmaceutical, agrichemical, and materials sectors. Many of the most promising active molecules now involve boronic intermediates, raising both demand and the bar for quality. We continue to add capacity, update procedures, and recruit new talent to keep pace. Every improvement faces real-world tests in our own operation before we release it to partners. This embedded commitment—backed by years of direct production know-how—ensures that our chemicals do not just meet data sheet promises, but deliver in practice, every time.

    Only with a chemist-to-chemist approach, and a willingness to scrutinize every production and QC step, can manufacturers address the challenges faced by advanced synthesis teams. Through our direct experience and focus on honest communication, we offer a product that stands out in both reliability and real-world application.