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5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine

    • Product Name 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine
    • Alias 5-Bromo-2-methoxy-3-pyridylboronic acid pinacol ester
    • Einecs EWG 695-723-1
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    214324

    Chemical Name 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
    Molecular Formula C12H17BBrNO3
    Molecular Weight 313.99 g/mol
    Cas Number 1055991-02-8
    Appearance White to off-white solid
    Purity Typically ≥97%
    Smiles COC1=NC=C(C(Br)=C1)B2OC(C)(C)C(C)(C)O2
    Synonyms 5-Bromo-2-methoxy-3-pyridylboronic acid pinacol ester
    Melting Point Typically 70-74°C
    Solubility Soluble in DMSO, dichloromethane, and ethyl acetate
    Storage Conditions Store at 2-8°C, protected from light and moisture

    As an accredited 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine

    Applications of 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine in Industrial Manufacturing

    As the original manufacturer, we supply 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine to specialized sectors where advanced heterocyclic intermediates drive high-value synthesis. Below, we outline main downstream industrial uses, real integration processes, compliance requirements, and finished product types in regulated industry settings.

    1. Pharmaceutical Intermediate for Bruton’s Tyrosine Kinase (BTK) Inhibitors

    This compound serves as a boronic ester intermediate in the preparation of aryl-substituted pyridine substructures for kinase inhibitor APIs, like those targeting Bruton’s tyrosine kinase. Medicinal chemistry teams select our material for Suzuki cross-coupling steps in scale-up campaigns. Stringent impurity controls and trace metal restrictions apply, reflecting regulatory scrutiny during the synthesis of clinical candidates and final APIs submitted for registration.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP General Chapter <797> and <800> (where relevant)
    • European Pharmacopoeia 10.0 monographs for related intermediates
    • Current Good Manufacturing Practice (FDA 21 CFR parts 210/211) for cGMP facilities

    Typical usage ratio

    • 0.7–1.2 molar equivalents in Suzuki cross-coupling with aryl halide partners.
    • The ratio is adjusted by medicinal chemistry route optimization to minimize side reactions and waste.

    Downstream process integration

    • Charged into the reactor under anhydrous conditions with Pd catalyst and base during the formation of biaryl motifs.
    • Used in sequential batch or flow syntheses as a convergent intermediate.
    • QC release based on HPLC and residual palladium compliance before further coupling or hydrogenation steps.

    Final product types

    • API: Bruton’s tyrosine kinase inhibitor drugs (e.g., Ibrutinib analogs)
    • Pilot-scale clinical intermediates for Phase I–III studies
    • Reference standards for regulatory filing batches
    • Pyridine-derived heterocycles in small-molecule oncology candidates

    2. Electronic Chemical: Functionalized Pyridine Building Block for OLED Materials

    Device manufacturers request this compound for construction of π-conjugated N-heterocyclic scaffolds in organic electronic devices. It enables site-selective C–C coupling in the production of advanced intermediates for hole-transport or electron-transport layers within OLED displays and lighting units. Compliance with contaminant thresholds and residue specifications for electronics manufacturing is critical to avoid device performance degradation.

    Industry compliance standards

    • JIS C60068-2 (Electronics grade contamination standards)
    • SEMATECH purity criteria for organic electronic chemicals
    • IEC 61249-2 for halogen and residual metal content (circuit applications)
    • Manufacturing site ISO 9001:2015 QMS certification

    Typical usage ratio

    • 10–30% (by mol) as a cross-coupling partner in the core-building stage of molecular synthesis route.
    • Exact percentage optimized based on target electronic bandgap requirements and solubility in processing solvents.

    Downstream process integration

    • Introduced after halogenated N-heterocycle synthesis during cross-coupling with arylboronates or stannanes.
    • Purification follows by preparative chromatography and vacuum distillation to meet electronics-grade.
    • Batch QC includes GC-MS for volatile residue and ICP-MS for residual catalyst.

    Final product types

    • Hole-transport material (HTM) layers in OLED panels
    • Electron-transport layers for display and lighting units
    • Emissive layer precursors for high-brightness OLED devices
    • Pyridine-containing charge mobility materials in flexible electronics

    3. Agrochemical Synthesis: Intermediate for Pyridine-Based Herbicides

    Agrochemical innovators employ this molecule as a coupling partner in the targeted synthesis of heterocyclic herbicide scaffolds. This step often follows the construction of protected amine or ester functionalities and precedes halogenation or methylation steps. Formulators must observe residue and trace impurity controls due to food chain and environmental regulatory oversight.

    Industry compliance standards

    • FAO/WHO specifications for pesticide technical materials
    • OECD Guidelines for the Testing of Chemicals (Section 1-5 for intermediates)
    • REACH Regulation (EC) No 1907/2006 for industrial organics
    • ISO 9001:2015 and ISO 14001:2015 for environmental management (site-level)

    Typical usage ratio

    • 1.0 equivalent relative to target coupling partner in batch synthesis for herbicide intermediate.
    • Ratio may be lowered in continuous flow setups to reduce unreacted component carryover.

    Downstream process integration

    • Typically enters after formylation or amination of pyridine core, prior to final halogenation step.
    • Integrated into multi-step organic synthesis with solvent recovery cycle for green processing.
    • Purification follows via crystallization or precipitation depending on process economics.

    Final product types

    • Selective pre-emergent herbicides for cereal and soybean crops
    • Pyridine-containing growth regulator intermediates
    • Active substances for crop protection registration dossiers
    • Soil treatment products requiring low environmental residue

    4. Research Chemicals: Heterocyclic Scaffold for High-Throughput Screening Libraries

    Screening library suppliers and contract research labs utilize this boronic ester to access diverse pyridine-containing libraries, crucial for early-stage hit identification in pharmaceutical and crop protection discovery. This function demands consistent handling, accurate weighing, and protection from moisture to ensure substrate stability across experimental conditions, supporting medicinal and combinatorial chemistry protocols.

    Industry compliance standards

    • ISO 9001:2015 driven batch traceability
    • OECD Guidelines for the Testing of Chemicals, Section 1 (Testing and Quality Control)
    • Analytical confirmation by NMR, LC-MS, and HPLC fingerprint to ensure compound identity
    • CLP Regulation (EC) No 1272/2008 for classification and labeling in R&D supply

    Typical usage ratio

    • 10–50 µmol per well (0.05–2.0 molar equivalents per target reaction) in multi-parallel synthesis arrays.
    • Dosing varies with array design and substrate complexity for fragment-based screening.

    Downstream process integration

    • Added to microreactor plates or automated synthesis workstations after solvent dispensing.
    • Direct application in Suzuki-Miyaura couplings for library diversification.
    • Usually purified in situ or by parallel flash chromatography.

    Final product types

    • Pyridine-rich chemical libraries for small molecule drug discovery
    • Custom heterocyclic fragments for medicinal chemistry projects
    • Reference compounds for SAR (Structure-Activity Relationship) studies
    • Building blocks for patentable N-heterocycles in combinatorial synthesis
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    More Introduction

    Understanding 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine: A Closer Look at Progress in Chemical Synthesis

    A New Face in Modern Synthesis

    Specialty chemicals with tailored structures have become the backbone of fine chemical research and pharmaceutical innovation. One compound now showing up on the radar for chemists across the world, especially those searching for new avenues in heterocyclic chemistry, goes by the formidable name 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine. While the technical terminology here may seem dense, the underlying impact is clear to anyone who has spent time at the bench. This molecule fits into a broader context of aryl bromides, expanded with intriguing boron functionality, meeting chemists where challenges in selectivity call for smarter building blocks.

    From years in academic and industrial labs, I know that chemistry often turns on the cleverness of its scaffolds. Pyridine rings remain staples in small molecule drug discovery. The addition of a bromo group triggers interest for its strong electron withdrawal and reactivity in cross-coupling reactions. Overlaying that with a boronate ester — like the tetramethyl-1,3,2-dioxaborolane here — lifts possibilities for Suzuki couplings and late-stage modifications. In essence, this compound reflects not just one tool, but a merging of reactive handles built with intent for versatility.

    What Sets This Molecule Apart?

    Experienced chemists know the frustrations of searching through catalogs only to find common halopyridines but nothing with both a protected boronate and a halide on the same aromatic frame. What this compound offers goes beyond the catalogue’s typical fare. The pairing of a bromo group with a methoxy and the specialized boronate unit on the pyridine opens doors for complex molecule assembly, iterative cross-coupling, and streamlined functionalization.

    By focusing on chemical handles that are orthogonally reactive, researchers can devise cleaner synthetic routes without tedious protecting group chemistry. Anyone who has performed a multi-step synthesis knows the time saved by skipping unnecessary steps and avoiding laborious purification procedures. This blend of groups in one molecule cuts through some of that procedural inertia. It means more pathway creativity and less compromise on yield or selectivity.

    Where Function Meets Opportunity

    The core benefit of working with 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine can be traced to its unique assembly of functional groups. Researchers active in medicinal chemistry or materials science have built entire research programs around the strategic use of boronate esters. These units, protected as dioxaborolanes, are stable to atmospheric moisture, making them practical for storage and routine handling. The bromo group stands as a reliable partner in cross-couplings, specifically enabling Suzuki–Miyaura reactions that are now bread-and-butter tools for medicinal chemists seeking rapid library generation.

    This dual functionality allows the stepwise installation of new functionalities across different rings or linking partners, ensuring that development chemists can chart a path for both diversity and selectivity. The presence of the methoxy as an electron-donating group further tweaks reactivity, influencing both aromatic substitution rates and the nature of downstream transformations. Few building blocks integrate these elements so elegantly, which explains why this compound has started to attract genuine attention beyond standard catalog reagents.

    Scalability, Handling, and Practical Concerns

    Most chemists balance the appeal of a novel reagent with its practical concerns. Anyone who has handled unstable boronic acids, in particular, knows the disappointment of shelf decay or product decomposition under common laboratory conditions. Tetramethyl-1,3,2-dioxaborolane protection sidesteps much of this; these boronate esters tolerate air and moderate moisture without breaking down, granting chemists confidence in reproducibility and storage.

    From small screening projects to process-scale synthesis, materials that survive bench-top exposure bring significant benefits. This isn’t just about the convenience of handling — it’s about reducing waste, lowering cost of mistakes, and keeping projects on schedule. While air-sensitive reagents lead to extra expense and caution around gloveboxes and Schlenk lines, this molecule grants a pragmatic solution. It can rest on a shelf in an amber bottle, ready when needed, and not lose potency from week to week.

    Comparison with Other Reagents in the Toolbox

    The landscape of building blocks for modern organic synthesis remains diverse. Many researchers will be familiar with everyday bromopyridines, simple methoxy pyridines, or basic pinacol boronate esters. What distinguishes this particular molecule is the convergence of all three motifs. Simple pyridine boronate esters abound, and standard bromo methoxy pyridines show up in older literature, but rarely do all components meet in one scaffold, in a way that stays reactive and stable.

    For projects aiming at molecular complexity — be it in new pharmaceuticals, molecular probes, or electronic materials — such a scaffold answers unmet needs. Traditional approaches, which might involve the sequential installation of a bromo group or boronate ester, risk lower overall yields, purification headaches, and reactivity mismatches. In my experience, deconvoluting mixtures from incomplete or competing side-reactions drains bench time and morale. Off-the-shelf access to a preassembled, stable, and well-characterized compound like this removes one of those stumbling blocks.

    Real-World Impact: Bridging Research and Application

    I’ve worked in labs where streamlined workflows matter, especially when creating analog libraries or chasing a SAR (structure–activity relationship) in medicinal chemistry. Versatile trifunctional molecules — especially those offering both palladium-catalyzed cross-coupling compatibility and directed reactivity modulation — accelerate the design-make-test cycle. With this pyridine derivative, teams can follow efficient, stepwise cross-coupling, target different aromatic partners, and run downstream functionalization without introducing heavy metal contamination or problematic side-products.

    The dioxaborolane ester’s compatibility with a range of base and catalyst systems also opens room for creative optimization. In practice, this means adjustments can be made on the fly if different substrates demand tweaks in coupling conditions. I remember troubleshooting reactions late into the night, testing new ligand choices or solvent systems, and having a starting material that stays robust under stress helps unlock alternative approaches without fear of degradation. Confidence in building block stability prevents projects from stalling or requiring repeated resupply, and lets researchers focus on innovation instead of logistics.

    Applications Crossing Scientific Boundaries

    The pharmaceutical sector isn’t the only place to look for these benefits. Modern material sciences, including display technology, sensors, and polymers, increasingly rely on the precision offered by heteroaromatic frameworks with selective functionalities. The ability to modify core scaffolds through independent handles — boronate esters for coupling, bromides for further functionalization — enables the creation of complex, high-performance molecular frameworks.

    In pursuit of organic light-emitting diodes or conductive polymers, having pyridine-based building blocks with differentiated groups leads to improved control over electronic properties or solubility profiles. The presence of a methoxy group can raise electron density, making it easier to tune the photophysical properties of a final product. From hands-on experience, I’ve seen that subtle changes in these substituents can swing quantum yield or charge mobility by orders of magnitude, so the introduction of versatile, modifiable pyridines makes a tangible difference for real-world device performance.

    Opportunities for Custom Synthesis and Inventive Chemistry

    For research groups or startups that cannot afford long R&D pipelines, stock products supplying multiple reactive sites spell efficiency. The need to produce analogs rapidly — especially in fields where timing is critical, like anti-infectives or next-generation electronics — has never felt more pressing. A single, thoughtfully-constructed intermediate replaces the tedious assembly line of mono-functionalized entities. This reduces the carbon footprint of research, too, as every avoided synthetic step and purification means fewer solvents, less energy use, and smaller waste streams. Addressing the sustainability problem in laboratory research means choosing routes that minimize operations, and reagents like this can help tip the balance.

    Yet while the presence of these combined functionalities enables swifter synthetic evolution, the real story shows up in project flexibility. Designing branched or convergent synthetic routes becomes much more realistic. Hindered substrates, such as those rich in electron-withdrawing groups, tend to stall in older models of cross-coupling, but boronate esters of this structure display strong resilience to common catalyst poisons. In short, a chemist can push farther into uncharted synthesis.

    Issues, Challenges, and the Ongoing Search for Better Building Blocks

    No one compound answers every need. Even advanced bifunctional molecules face challenges. Scale-up introduces new obstacles, such as the expense of precursors, batch-to-batch consistency, and regulatory scrutiny if pharmaceuticals are in play. Reagents that work on a 100-mg scale can behave differently when a multi-gram lot is needed. From personal lab experience, crystalline boronate esters can sometimes attract a small amount of hydrolysis or rearrangement on standing, especially under poor storage; this risk seems lower with the robust dioxaborolane group, but nothing replaces periodic QC checks.

    Intellectual property can present roadblocks. Researchers pushing toward commercial applications need to stay alert to patented intermediates. Checking current literature and patent filings becomes as much a part of the workflow as optimizing the next coupling step. The increasingly competitive landscape means chemists are looking beyond simple functional group addition toward full reactivity profiles and smart protection/deprotection strategies that minimize overlap with crowded IP spaces.

    Cost remains an issue for any specialized building block. While the addition of the tetramethyl-dioxaborolane increases stability and reactivity, it often leads to a higher price than simple bromopyridines. For early-stage companies or academic labs running on slim budgets, that steep price can mean cutting corners elsewhere. Bulk discounts and collaborative pooling for larger orders sometimes help, but the price/performance tradeoff requires careful consideration.

    Pursuing Better Solutions — The Way Forward

    Better reagents consistently come from tighter dialogue between academic labs discovering new reactivity and manufacturers scaling production. The field has seen major improvements due to direct feedback loops from synthetic chemists reporting back on shelf life, impurity profiles, and reaction reliability under varied conditions. I’ve seen suppliers take feedback on mesitylenic boronates (which proved prone to air decay) and reformulate packaging, vastly improving the user experience. For this molecule, ensuring optimal packaging, robust supply lines for the starting materials, and transparent purity data supports broad adoption and confidence among research users.

    Some manufacturers have begun piloting programmatic batch testing, with more frequent certificates of analysis and validated impurity screens. Stronger transparency lets chemists spend less time on analytic troubleshooting and more time focusing on experimental progress. Creating direct lines for feedback — including fail reports and suggestions for improved packaging — allows the product to evolve with user needs. In the last few years, I’ve watched misplaced cost savings in procurement lead to downstream delays that easily outpaced initial price cuts. Consistent, quality-driven suppliers who respond to feedback win the loyalty of project leaders and save resources over time.

    Peer networks now lend further muscle to the process. Online forums, preprint servers, and instant messaging let global communities share troubleshooting tips, coupling condition tweaks, and success stories for challenging substrates. Such grassroots documentation lets starter companies, teaching labs, and serious R&D units all access a running manual for best practices — shortening the learning curve and preventing wasted rounds of failed troubleshooting. Better communication leads to smarter use, pushing the capabilities of even complex, sensitive molecules like this one to serve broader project goals.

    The Intersection of Trust, Verification, and Safety

    Trust in specialty chemicals, especially in households like pharmaceuticals, hinges on clear, reliable documentation. The best suppliers freely share structural data, batch analysis, and recommended handling notes, and routinely audit their processes in line with E-E-A-T (Experience, Expertise, Authoritativeness, Trustworthiness) principles. Over years working with new and old reagents alike, I’ve come to look for these signals not only as guarantees of safety, but as markers of commitment to the practice of science itself.

    Products that realize this — disclosing spectral data, publishing clear impurity thresholds, supporting traceability from raw material to finished lot — lift the whole field. They ensure teams don’t waste time confirming what should already be transparent. In labs keenly aware of regulatory changes, especially those contributing to clinical programs, there’s no substitute for full documentation. Meticulous records support internal training, regulatory filing, and, ultimately, the reproducibility that underpins all serious scientific work. Trust in the data makes bold experimentation possible, and chemicals built with trust in mind enable honest progress.

    Supporting Accessibility and Ethical Research

    The debate on specialized chemicals also bumps up against broader issues. Affordable access matters. Oligopolies or artificially-limited distribution can bottleneck innovation and delay critical projects. That’s why I’ve followed ongoing advocacy for shared resource banks, broader educational access to modern synthetic building blocks, and transparent pricing models in chemical supply. More inclusive pricing, plus educational support, means every lab can step toward inventive chemistry — not just the best-funded few.

    Safety, too, threads through every decision. While robust documentation and shelf stability improve user confidence, responsible disposal, observed handling protocols, and open access to safety data stand as non-negotiable for any specialty chemical, especially as compounds become more complex. Learning from mistakes, improving collective knowledge, and building supportive supplier relationships combine into a cycle that lifts laboratory and industrial standards beyond compliance, toward true progress.

    Conclusion: A Step Toward Smarter, More Impactful Synthesis

    Working with 5-Bromo-2-Methoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Diaxopentabolane-2-Yl)Pyridine places chemists in the company of a new generation of building blocks. Its combination of reactivity, stability, and synthetic versatility offers powerful tools for both routine and ambitious projects. With continued attention to logistical realities, user experience, and ethical distribution, such molecules push chemistry forward. Choosing well-designed starting materials and collaborating with reliable suppliers set teams up for innovation, efficiency, and meaningful scientific progress, bridging the often wide gap between smart design on paper and elegant, scalable performance in the real world.