2-Methoxypyridine-3-boronic acid pinacol ester

    • Product Name: 2-Methoxypyridine-3-boronic acid pinacol ester
    • Chemical Name (IUPAC): (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-methoxypyridine
    • CAS No.: 870703-91-2
    • Chemical Formula: C12H18BNO3
    • 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

    544788

    Product Name 2-Methoxypyridine-3-boronic acid pinacol ester
    Cas Number 1339453-34-3
    Molecular Formula C12H18BNO3
    Molecular Weight 233.09 g/mol
    Appearance White to off-white solid
    Purity Typically ≥98%
    Smiles COc1ncccc1B2OC(C)(C)C(C)(C)O2
    Solubility Soluble in common organic solvents (e.g., DCM, THF)
    Storage Conditions Store at 2-8°C, keep container tightly closed
    Synonyms Pinacol 2-methoxypyridin-3-ylboronate
    Chemical Class Boronic ester
    Application Used in Suzuki-Miyaura coupling reactions

    As an accredited 2-Methoxypyridine-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 1g quantity of 2-Methoxypyridine-3-boronic acid pinacol ester is packaged in a tightly sealed amber glass vial with labeling.
    Container Loading (20′ FCL) 20′ FCL container loading involves securely packaging and transporting 2-Methoxypyridine-3-boronic acid pinacol ester for bulk international shipment.
    Shipping **Shipping Description:** 2-Methoxypyridine-3-boronic acid pinacol ester is shipped in tightly sealed, inert containers under dry conditions to prevent hydrolysis and degradation. It is typically transported at ambient temperature unless otherwise specified, and complies with all applicable chemical handling regulations to ensure safe delivery. Avoid exposure to moisture and extreme temperatures during transit.
    Storage 2-Methoxypyridine-3-boronic acid pinacol ester should be stored in a tightly sealed container, protected from air and moisture. Keep the chemical in a cool, dry place, away from direct sunlight and sources of ignition. Ensure storage under an inert atmosphere, such as nitrogen or argon, if possible. Always follow safety guidelines and local regulations for storing organoboron compounds.
    Shelf Life 2-Methoxypyridine-3-boronic acid pinacol ester is stable for at least 2 years when stored cool, dry, and under inert atmosphere.
    Application of 2-Methoxypyridine-3-boronic acid pinacol ester

    Purity 98%: 2-Methoxypyridine-3-boronic acid pinacol ester with a purity of 98% is used in Suzuki-Miyaura cross-coupling reactions, where it ensures high coupling efficiency and minimal byproduct formation.

    Molecular Weight 251.08 g/mol: 2-Methoxypyridine-3-boronic acid pinacol ester with a molecular weight of 251.08 g/mol is used in medicinal chemistry synthesis, where it enables accurate stoichiometric calculations for targeted drug candidates.

    Melting Point 68-72°C: 2-Methoxypyridine-3-boronic acid pinacol ester with a melting point of 68-72°C is used in solid-phase organic synthesis, where it provides reliable processing and reproducibility.

    Particle Size < 10 µm: 2-Methoxypyridine-3-boronic acid pinacol ester with a particle size below 10 µm is used in automated flow chemistry systems, where it optimizes dissolution rate and reaction kinetics.

    Stability Temperature up to 40°C: 2-Methoxypyridine-3-boronic acid pinacol ester stable up to 40°C is used in reagent storage and handling, where it maintains chemical integrity over extended periods.

    Solubility in DMSO > 50 mg/mL: 2-Methoxypyridine-3-boronic acid pinacol ester with high solubility in DMSO is used in high-throughput reaction screening, where it allows for concentrated stock solutions and efficient dosing.

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    Certification & Compliance
    More Introduction

    Introducing 2-Methoxypyridine-3-boronic Acid Pinacol Ester: An Editorial Perspective from the Manufacturer

    Bridging Research and Industry with Fine Chemicals

    From the bench to the reactor, 2-Methoxypyridine-3-boronic acid pinacol ester supports chemists pushing boundaries in pharmaceuticals, agrochemical discovery, and diversified ligands for organometallic catalysis. Working with this compound on our production line, we have seen first-hand the value it introduces for Suzuki-Miyaura cross-coupling reactions and structure-activity relationship studies.

    Day in and day out, our technical team manages hundreds of reactions where boronic acid derivatives act as the backbone. Chemists require building blocks with precise reactivity and reliable handling. Years of working side by side with synthetic laboratories has shaped our approach to this product, ensuring purity, stability, and accountability from the first kilo to each research-optimized batch that leaves our facilities.

    Product Model and Specifications: Lessons Earned Through Practice

    We do not simply bottle chemicals. We synthesize, test, and refine each batch, reviewing purity by HPLC and NMR, watching for subtle impurity profiles that can derail downstream steps in medicinal chemistry. Our 2-Methoxypyridine-3-boronic acid pinacol ester, model 2MP3BA-PE-223, typically comes as a white to off-white crystalline solid. The molecular formula C12H18BNO3 shines through clean spectra, with batch-to-batch analysis always hovering near 98% minimum purity, supported by moisture control and trace metals screening. We listen closely to feedback from process chemists—confident that if the first reaction works well, the integrity of the product saved hours of troubleshooting for people we will never see but whose results echo across patent libraries.

    Pinacol esterification brings greater stability in storage and shipment. In some laboratories, shelf-stable boronate esters like this can expand the window of usable material from six months to nearly two years under proper conditions. Our technical crew has tested the ester under accelerated stress—hot, humid summers, warehouse shelf excursions, and even the logistical headaches of regional export regulations. Each stage confirms: pinacol protection holds up to the job.

    Rational Design: Why Substituted Pyridine Boronates Stand Apart

    Many who come to this intermediate see it as “just another boronic ester.” Speaking from the manufacturing floor, I can argue it is anything but standard. The 2-methoxy substitution on the pyridine ring fundamentally changes the electronic characteristics. During cross-coupling, this position tweaks the electron density, sometimes improving yields or selectively channeling regioisomers that other boronates can't touch. Medicinal chemists have documented how methoxy groups support molecular recognition, modulate polarity and enable hydrogen bonding patterns for better drug candidate profiles.

    Handling this compound through scale-up, we have explored what makes a batch reproducible. Some boronic acids and esters turn sticky over weeks; others degrade, releasing volatile byproducts. The choice of pinacol ester, rather than the free boronic acid, resolves most of those headaches. Our QA data logs tell the truth—product returns for decomposition approach zero for this ester, while the free acid would see up to 12% rework in a given quarter.

    From the Lab to the Plant: Crafting Batches at Scale

    Working up kilogram batches of 2-Methoxypyridine-3-boronic acid pinacol ester reveals the realities of industrial chemistry. Each stage in synthesis—from directed ortho-metallation, borylation with bis(pinacolato)diboron, extraction, to the demanding crystallization—demands vigilance. Solvent recovery and careful control over temperature avoid pinacol loss or unwanted dimer formation. Our process operators follow a protocol honed over repeated campaigns, witnessing the difference between a 90% theoretical yield and a messy workup with residues the color of weak tea. Every improvement in an internal batch has come from real troubleshooting, not template solutions.

    Freshly dried batches find their way from the plant’s final filtration to quality control. Mother liquors are tracked, recovered, and only clean fractions progress to packaging. A final check—melting point, moisture content by Karl Fischer titration, spectral analysis for boron signatures—underscores how the human eye catches small inconsistencies that software can overlook. Our lab staff are experienced; most learned the hard way which NMR peaks mean the run has picked up a contaminant during rotary evaporation or that crystalline product needs two extra hours under vacuum. Paperwork matters, but hands-on care drives most of our lowest reject rates.

    Safety and Handling: Hard-Earned Lessons

    No shortcuts. The lithium, borylation catalyst residues, and pinacol solvents used upstream can create safety risks in the hands of the untrained. We build out cleaning-in-place procedures, drum labeling, and inventory management systems with decades of operational feedback. We have seen what happens if warehouse conditions slip or if repackaging interrupts an otherwise stable supply chain—caking or light sensitivity creep in, affecting what might show up as ambiguous spots on TLC plates days later in a customer's lab.

    Our operators know how a single spill or cross-contamination event can ripple through downstream products. That knowledge has built in a culture of checking, double-checking, and maintaining audit trails. Buy-in from custodians, drivers, and techs guarantees every kilogram that leaves our property remains up to spec for those who need it next.

    Getting Chemistry Done: Real-World Applications

    Some customers share feedback as soon as they unlock the carton: “Material dissolves cleanly. Color matches last batch. Yields on point.” Others tell us about tougher days, reporting crystallinity shifts or fighting with solvents. From their stories, we've come to value consistency above all.

    2-Methoxypyridine-3-boronic acid pinacol ester finds its way into oncological candidate molecules, agricultural R&D, and even new classes of fluorescent dyes. Its role in Suzuki couplings stems from predictable reactivity and cleaner separations. Some boronates lag behind, needing boosting agents or extra purification. This ester, in our shop, demonstrates strong time-course stability in both batch and continuous flow reactors. Its low melting solid form allows dispensing by spatula, never requiring complicated cold-chain conditions.

    Comparisons with Other Boronic Esters and Acids: Informed Choices

    From all our years at the reactor, we see that not all boronic esters behave the same. Phenylboronic acid, a staple in undergraduate chemistry, struggles with hydrolysis—its shelf life shortens greatly outside dry boxes. Pinacol esters, including our 2-methoxypyridine derivative, sidestep this weakness, weathering more fluctuation in temperature and humidity.

    Looking across our inventory, the minute substitution of a methoxy group at the 2-position dramatically affects downstream efficiency. For partners scaling from gram to multi-kilogram campaigns, switching from acid to ester simplifies pre-weighing for high-throughput experiments. Where some arylboronic acids start degrading once you break open the bag, our pinacol ester variant remains intact through multiple uses, reducing waste and end-of-batch confusion.

    Demand for this product in recent years surged past more generic boronates because process engineers recognize its combination of stability and activity. Once, a pharma client reported swapping out a simple phenylboronic acid in a late-stage coupling. Their yields jumped by 12%, purification work dropped, and overall timelines to IND filing shrank. Such stories validate investment in the more robust—but slightly more complicated to manufacture—pinacol ester version.

    Challenges Behind the Scenes: Risks, Costs, and Consistency

    Every kilo produced reflects careful balancing. Pinacol itself, though providing significant stability, brings added cost and the need for precise control during borylation and esterification. Any excess or unreacted precursor can lead to off-notes in melting profile, which a discerning client will spot immediately. Through meticulous engineering—routine maintenance, solvent recycling, and hazard minimization—our team keeps product losses minimal and pricing practical.

    Over the past decade, regulatory scrutiny on boron-containing intermediates tightened. Our regulatory auditors expect full documentation: batch genealogy, impurity tracking, and quality metrics. We invest in staff training and real-time analytical checks, not for show, but to prevent regulatory callbacks that can shut down production or cause expensive recalls. In five years, we have seen incident rates drop as oversight increased.

    Supporting Innovation in Customer Labs

    For our clients—medicinal chemistry teams, pilot plant engineers, start-up venture researchers—the reliability of this building block factors directly into their timeline. A bad batch can mean weeks lost, or that a promising candidate never gets past the screening stage. Our commitment to stable supply hinges on two things: robust, well-tested processes, and honest feedback about what works and what doesn't under varied storage and usage conditions.

    We maintain an archive of application notes contributed by academic and corporate collaborators. The stories show how small tweaks—adjusting base equivalents, trying alternative solvents, or modulating temperature profiles—can unlock new methodology using this boronic ester. Rather than offering risk-free guarantees, we share our learning: which vendor lots enabled better couplings, and which experiments revealed batch-specific quirks. This openness creates trust and builds community across continents.

    Environmental Considerations and Waste Minimization

    Developing a sustainable production workflow matters as much to us as the next shipment. Our engineers track byproducts and investigate improved solvent alternatives, targeting safer, greener reagents in each new campaign. Years ago, we saw much of the boron left in waste streams. Today, rigorous fractionation and reclaim systems mean most of it returns to upstream processes or safe disposal, minimizing our environmental footprint and maintaining compliance with regional waste management standards.

    On the packaging front, bulk requests prompt us to design containers minimizing air and moisture ingress, decreasing the risk of product loss or degradation. This attention to detail, while adding upfront cost, saves material down the line and reduces cleanup at customer sites. We've gathered feedback on improved seals, anti-static liners, and label clarity—each small change sums to bigger benefits over the course of a year.

    Discoveries That Shape the Next Generation

    Each round of customer feedback pushes us to reevaluate protocols. One project harnessed this boronic ester for macrocyclic scaffold construction, sparking an in-house study on impurity carry-through. Another team exploited its electron-rich motif to probe structure-activity maps in kinase inhibitor development. These stories highlight why precision in synthesis, and a practical sense for the realities scientists face, pushes our team to keep refining each batch. Beyond the numbers, seeing where our product lands in the chain of discovery drives our pride and tenacity on the factory floor.

    Differentiation in a Competitive Landscape

    Many manufacturers offer boronic esters, but few draw from decades diagnosing the root causes of failed batches, living through the cost of recalls, or tracking impurity signatures down to the barrel lot. We put institutional know-how ahead of flashy marketing. If a question comes in at noon about spectral data or a packaging change, our technical support can reach directly back to the operator who made the batch. This closed feedback loop shortens learning cycles and keeps surprises rare for our customers.

    Some competitors rely on external tollers or aggregators, which can introduce uncertainty into origin and handling. By managing synthesis, quality assurance, and packaging under one roof, we bring full-chain accountability. Ensuring clean, well-cataloged production chronicles creates confidence for auditors, clients, and project managers rolling out new lines of research that depend on uninterrupted chemical supply.

    Potential Solutions to Common User Challenges

    Even a robust product like 2-Methoxypyridine-3-boronic acid pinacol ester faces obstacles in the hands of an experimentalist. We routinely advise keeping containers closed against ambient air to prolong life. For scale-ups, we supply usage notes on solvent compatibility—THF and DMSO deliver tight, uncluttered couplings, while less-polar solvents can undercut reactivity. We stress practicality in drying and weighing out, supported by real returns data showing which workflows save time in the lab and which introduce headaches.

    We also share cautionary tales. Occasional supply chain hiccups—like customs holdups or freak storms—demand transparency. Our logistics team alerts partners of disruptions with accurate timelines, ensuring nobody is left waiting without updates. Experience has taught us to build backup safety stock, which once rescued a start-up’s program from cascading setbacks. Such preparation, learned over years, locks down timelines in a world where time equates to funding and opportunity.

    Looking Ahead: Partnership and Reliability

    Innovation in chemistry relies on sharp tools and honest partnerships. 2-Methoxypyridine-3-boronic acid pinacol ester has grown into a mainstay of targeted research programs and advanced manufacturing, but behind every shipped batch stands a crew of people committed to improvement. We approach the coming decade with optimism grounded in lived experience: relentless testing, honest communication, and a refusal to rest on last year’s quality metrics. Modern chemistry offers little forgiveness for shortcuts—every one of our lessons, earned and paid for, finds its way into each batch of this compound and the hands of those building solutions for tomorrow.