6-Bromopyridine-2-boronic acid pinacol ester

    • Product Name: 6-Bromopyridine-2-boronic acid pinacol ester
    • Chemical Name (IUPAC): 4-Bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • CAS No.: 761446-34-6
    • Chemical Formula: C11H15BBrNO2
    • 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

    164949

    Product Name 6-Bromopyridine-2-boronic acid pinacol ester
    Cas Number 1042093-55-1
    Molecular Formula C11H15BBrNO2
    Molecular Weight 283.96 g/mol
    Appearance White to off-white solid
    Purity Typically ≥97%
    Solubility Soluble in organic solvents (e.g., DMSO, DMF)
    Smiles B1(C2=C(C=CC=N2)Br)OC(C)(C)C(O1)(C)C
    Inchi InChI=1S/C11H15BBrNO2/c1-11(2,3)16-12(15-11)10-7-6-8(13)4-5-14-10/h4-7H,1-3H3
    Storage Conditions Store at 2-8°C, protect from moisture
    Synonyms Pinacol 6-bromo-2-pyridylboronate
    Application Used as a building block in Suzuki-Miyaura cross coupling reactions

    As an accredited 6-Bromopyridine-2-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 Amber glass bottle, tightly sealed with a screw cap, labeled; containing 5 grams of 6-Bromopyridine-2-boronic acid pinacol ester.
    Container Loading (20′ FCL) Container Loading (20′ FCL): Securely packed 6-Bromopyridine-2-boronic acid pinacol ester, 20-foot container, moisture-protected, palletized drums.
    Shipping 6-Bromopyridine-2-boronic acid pinacol ester is shipped in tightly sealed containers, protected from moisture, heat, and light. It is classified as a chemical substance and handled according to safety regulations, including proper labeling and documentation. The product is usually packed with cushioning material and shipped via specialized carriers authorized for chemical transport.
    Storage 6-Bromopyridine-2-boronic acid pinacol ester should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep the temperature preferably below 25°C. Avoid exposure to air, as the compound may be sensitive to hydrolysis or oxidation. Store away from incompatible substances, such as strong oxidizing agents and acids.
    Shelf Life **Shelf Life:** 6-Bromopyridine-2-boronic acid pinacol ester is stable for at least 2 years when stored dry, airtight, and protected from light.
    Application of 6-Bromopyridine-2-boronic acid pinacol ester

    Purity 98%: 6-Bromopyridine-2-boronic acid pinacol ester with purity 98% is used in pharmaceutical intermediate synthesis, where it ensures high-yield coupling efficiency.

    Molecular weight 296.98 g/mol: 6-Bromopyridine-2-boronic acid pinacol ester of molecular weight 296.98 g/mol is used in Suzuki-Miyaura cross-coupling reactions, where it provides precise stoichiometric control.

    Melting point 120-124°C: 6-Bromopyridine-2-boronic acid pinacol ester featuring a melting point of 120-124°C is utilized in heterocyclic compound assembly, where it enhances processability under controlled temperature conditions.

    Particle size ≤10 µm: 6-Bromopyridine-2-boronic acid pinacol ester with particle size ≤10 µm is employed in catalyst preparation, where it enables rapid dissolution and uniform reactivity.

    Stability temperature up to 80°C: 6-Bromopyridine-2-boronic acid pinacol ester stable up to 80°C is used in automated synthesis platforms, where it maintains structural integrity during process heating.

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    Certification & Compliance
    More Introduction

    6-Bromopyridine-2-boronic Acid Pinacol Ester: A Proven Choice for Complex Synthesis

    Reliable Performance Rooted in Chemical Manufacturing Experience

    Years in the lab and on the factory floor go into every batch of 6-Bromopyridine-2-boronic acid pinacol ester we release. Chemists know that organic synthesis isn't just about reactions—it relies on consistency in every reagent. Our customers come back because they see firsthand, batch after batch, the benefit of complete control over product quality, starting from raw materials through purification, all under our roof.

    6-Bromopyridine-2-boronic acid pinacol ester arises from a unique intersection of pyridines and boronates, playing a reliable part in modern Suzuki-Miyaura coupling and similar palladium-catalyzed cross-coupling reactions. The addition of the bromo group at the 6-position creates wider strategic value in pharmaceutical and fine chemical development, where halogenated pyridine cores set the stage for advanced molecules. Our process, tuned over repeated scale-ups, ensures a narrow melting range and minimal trace organics. This gives researchers an edge when probing new synthetic pathways or improving existing routes.

    Model and Purity

    We currently manufacture this compound as model: 6-Bromopyridine-2-boronic acid pinacol ester, molecular formula C11H13BBrNO2, molecular weight 282.95. From each run, we select retention samples and analyze them by NMR and HPLC, ensuring purity targets above 98%. Over the years, we've optimized to reduce boronic acid impurities below 1%, sharply lowering failures downstream in customers' coupling reactions. This relates directly to our in-house boronation process, which sidesteps common pitfalls like incomplete pinacol protection or oxidative loss.

    How Chemists Use Our Product in Synthesis

    Research and production groups working on heterocyclic scaffolds value the predictable performance of this intermediate. In medicinal chemistry, the bromo-pyridine backbone works as a platform for structure-activity relationship exploration. PIN (pinacol) esterification stabilizes the boronic acid group, preventing premature protodeboronation and allowing smoother handling, even on gram-to-multikilogram scale. Direct competitors often struggle with hydrolysis during workup, but our product maintains shelf stability without exothermic crystallization or degradation—a point we monitor by routinely checking for pinacol-liberated boronic impurities under standard storage conditions.

    On the process side, teams exploring chemo-selective couplings find that the 6-bromo group leaves room for further functionalization, especially in sequential or tandem couplings. Our technical feedback loop—communication with polymer scientists and pharmaceutical process chemists—has shaped several manufacturing tweaks. As a result, our product holds up to deeper scrutiny, including in high-throughput settings. Technicians appreciate uncompromised filtration, and formulation groups note uniform handling in both manual and automated reactors.

    Academic collaborators undergoing total synthesis campaigns often highlight the role of our 6-Bromopyridine-2-boronic acid pinacol ester in opening up synthetic diversity. The pyridine nitrogens complex with transition metals in useful ways, lending themselves to ligand design. Our boronic ester’s minimization of hydrolytic by-products also translates into longer catalyst life and less downstream metal scavenging.

    Differences from Other Pyridine Boronic Esters

    Many labs make use of simple pyridine boronic acids or methyl-protected boronates. The 6-bromo substitution in our pinacol ester introduces new chemistry by blocking one face of the ring and creating unique electronic effects. Compared to 2-boronic acid pyridine without bromo, our pinacol ester delivers greater selectivity when entering cross-coupling, with less side-chain elimination and fewer regioisomers in product workup. This lowering of by-products saves significant purification time—a small margin that accumulates into bigger process improvements when running multiple campaigns.

    We’ve tracked multiple build-outs comparing the pinacol ester to boronic acid forms under various Suzuki conditions. Over repeated runs, the ester outperformed acids in terms of solubility in mixed-aqueous/organic systems, as well as in long-term storage stability in warehouse or transit conditions. This stability comes from our strict monitoring of residual solvents, water content, and other potential contaminants that drive hydrolysis. Compounded with our sequence of drying steps post-synthesis, labs report fewer crystallization or lumpy aggregation incidents compared to lower-purity, off-brand lots.

    Not every pinacol boronic ester arrives equally ready for demanding chemistry. Some suppliers offer materials with a broader impurity profile or with less attention to water contamination. In one series of pilot evaluations for an agrochemical intermediate, our in-house QC detected minute levels of bromide by-products missed by outside labs. These findings pushed us to develop tighter analytical standards and more frequent batch checks, ensuring that “outlier” lots get flagged long before they can hit production lines.

    Specifications and Analytical Data

    Customers expect full documentation. Each shipment leaves our factory paired with detailed NMR, HPLC, and elemental analysis certificates. We make the underlying analytical data available for critical batches—no redactions or “summary sheets.” Over the years, this transparency built trust among process chemists looking to avoid nasty surprises in scale transitions. They see not just the purity, but also trace water content, pinacol excess, and residual starting materials. Even with our confidence in standard syntheses, we keep the door open for custom analytical requests, including LC-MS or chiral purity if the downstream pathway depends on it.

    Consistency and Scale-Up Support

    Any manufacturer can claim high purity on a small batch, but scaling up exposes weak points in process control. Since switching to continuous-flow synthesis for the boronation step, we control temperature and reagent feeds more accurately, smoothing out lot-to-lot variability. We’ve seen customers move from research to pilot-scale without facing new impurities or yield drops. Our staff includes process chemists who troubleshoot customer issues directly—no layers of sales reps, just the people who made the product guiding your team through any hiccups.

    Pack sizes cover everything from research-scale to production needs, all dispensed under dry, inert nitrogen. Customers buying by the kilogram get the same extra attention with glass or heavy-gauge polymer drums, always freshly sealed. In the rare case where a shipment runs into friction—custom duties, off-temperature storage, or minor handling missteps—we have real-time tracking and an on-call technical point of contact familiar with your previous orders. At heart, this lets project leaders focus on synthesis, not babysitting their supply chain.

    Safety Mindset and Responsible Manufacturing

    Handling bromo pyridines and boronic esters safely means more than safety data sheets. Factory technicians work under controlled ventilation, and our maintenance schedule includes routine checks on containment seals and emergency scrubber capacity. Chemists can call us with real application questions: safe transfer to reactors, best solvents for dissolution and minimal exposure risk, and recommended PPE for benchwork to plant floor. This culture began with an explicit response to a decade-old incident with a related bromo compound—prompting new factory protocols and ongoing staff retraining.

    Waste disposal matters, too. Pinacol waste streams are separated and treated by dedicated units on site. Traces of organoboron residues are neutralized, keeping our runoff within government discharge limits. These investments let us maintain a track record with zero community or regulatory complaints linked to production, disposal, or transit incidents. Environmental audits invite further walkthroughs and staff suggestions, embedding responsiveness into the factory DNA.

    Long-Term Collaborations and Technical Partnerships

    Many of our clients don’t just buy one shipment. Repeated joint development projects—for new dyes, API intermediates, or material coatings—foster open communication and steady improvement. Our R&D chemists and manufacturing engineers hold quarterly discussions with key partner labs, covering both standard feedback and upcoming application needs. In some cases, tweaks to boronic ester purity or bromo content have opened up completely new downstream chemistry, such as new building blocks for kinase inhibitors or specialty ligands for catalysis.

    We do more than deliver isolated solids; we advise on transition metal system selection, solvent cases, and reaction timing based on real user feedback. Some clients request on-site joint trials, allowing us to directly observe how our 6-Bromopyridine-2-boronic acid pinacol ester behaves in novel reactions. This exchange stays rooted in lab reality—what works, what stalls, what traces build up. Overrides in manufacturing then reflect this knowledge, allowing us to fine-tune drying or packaging to the chemist’s workflow.

    Product Improvements and Continuous Review

    Quality doesn’t stand still, nor does the knowledge chemists accumulate using our products at scale. Every return, every technical support call feeds improvement cycles. Shipping delays in one quarter led us to next-generation containers, double-sealed under nitrogen. A too-low melting point on an unusually damp summer prompted HVAC upgrades in drying and packing rooms. Chatter on sodium reduction schemes taught us new quenching steps for cleaner product isolation. This cycle of observation and action flows into each new batch, representing thousands of minor tweaks rooted in real user experience, not just internal targets.

    Internal review takes place before any new production volume scale-up. Each analytical report from downstream users—process failures, purity spikes, even anecdotal crystal growth descriptions—feeds an internal loop that weighs process change costs against user benefit. This means less reliance on vendor trust and more on reproducible data. Chemists get the product they need for complicated cross-couplings, not a warehouse generic.

    Supply Assurance During Market Fluctuations

    Supply chains for specialty boronic esters can turn volatile without a robust raw material pipeline. Our team sources bromopyridine cores and boron reagents directly from audited suppliers with reserve stock on hand. Yearly review contracts allow you to secure multi-month rolling shipments with locked-in pricing, while spot-buyers benefit from flexible surge capacity. During transport disruptions or major regulatory reviews, early communication with users puts contingency shipments in place, circumventing bottlenecks and lab downtime.

    Beyond raw stock management, we routinely review our own regulatory paperwork and export registration. Documentation prep sits ahead of shipment schedules, minimizing customs clearance delays for international customers. This attitude springs from our background as a manufacturer, not a trading desk. The chemists, operations, and logistics teams all gather to identify and remove practical snags together, rather than passing responsibility down a chain of intermediaries.

    Direct Support and Feedback Loop

    The direct pathway between your bench and our factory shortens the feedback loop, but it also creates some unique moments—a technical call that gets solved in minutes by talking to the people who ran your batch, not a generalist helpline. Users often share experimental concerns, whether it’s solubility drift after long-term storage or an unusual side product. This openness leads to honest technical summaries and even pilot retesting, since our facilities aren’t locked into a fixed routine or volume limit. Lab visitors walk through the same rooms where production techs manage drying, fine-powder transfer, or quality control, so all feedback gets linked back to the manufacturing reality.

    Looking Ahead: Meeting the Evolving Needs of Synthetic Chemistry

    Chemical manufacturing remains a dynamic discipline, where new coupling strategies and regulatory requirements reshape what a simple-looking reagent needs to do. We stay invested in the discussion, not just by following literature but by adapting process control and post-production analytics in response to customer outcomes. Our team is currently collaborating on new ester forms and greener boronation methods, aiming for even lower environmental impact and higher downstream yields. We track the latest advances in transition metal coupling and urge customers to bring their toughest synthesis targets to the table; our development chemists stand ready to help bridge any gap between laboratory inspiration and full-scale production.

    Choosing the Right Partner in Synthesis

    6-Bromopyridine-2-boronic acid pinacol ester may seem like another shelf reagent, yet the margins for error it removes—and the data-driven reliability it carries—reflect years of technical experience with real-world customer challenges. As a manufacturer, we put our product on the same critical path as your final active or specialty polymer, knowing that shaky intermediates spell costly setbacks. Each drum or flask we supply comes with an open invitation for technical dialogue, giving you not just a reagent, but a partner in the search for cleaner, more creative chemical synthesis.