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2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine

    • Product Name 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
    • Alias 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • Einecs 681-379-7
    • 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
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    446117

    Iupac Name 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    Cas Number 933752-91-1
    Molecular Formula C11H15BClNO2
    Molecular Weight 239.51
    Appearance White to off-white solid
    Melting Point 101-104°C
    Purity ≥98%
    Smiles CC1(C)OB(B2=CN=C(C=C2)Cl)OC1(C)C
    Inchi InChI=1S/C11H15BClNO2/c1-10(2)15-12(16-11(10,3)4)9-6-5-8(13)7-14-9/h5-7H,1-4H3
    Solubility Soluble in organic solvents
    Storage Conditions Store at 2-8°C, protect from light and moisture

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

    Packing & Storage
    Packing A 1-gram amber glass vial, sealed with a red cap, labeled with the chemical name, CAS number, and hazard warnings.
    Shipping The chemical **2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine** is securely packed in sealed, chemical-resistant containers. It is shipped in accordance with all relevant transportation regulations, including appropriate hazard labeling. Temperature, moisture, and light are controlled as required, ensuring safe and stable delivery to the recipient.
    Storage 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine should be stored in a cool, dry, well-ventilated area, away from heat, moisture, and incompatible substances such as strong oxidizers. Keep the container tightly closed when not in use, and protect it from light. Use appropriate protective equipment when handling, and store under inert gas if recommended by the manufacturer.
    Application of 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine

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

    2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine plays a critical role as a key organoboron intermediate in multiple fine chemical and pharmaceutical industrial applications. The following sections outline common downstream sectors and explain the unique integration of this compound in industrial manufacturing processes.

    1. Active Pharmaceutical Ingredient (API) Synthesis—Oncology Agents

    Process chemists utilize this boronic ester for Suzuki-Miyaura cross-coupling steps when synthesizing pyridine-based kinase inhibitors and other targeted anti-cancer molecules. Its stable reactivity profile supports late-stage functionalization during active ingredient development, with batch QC confirming boron substitution efficacy before final purification. Scale-up adheres to GMP requirements, guaranteeing traceability and impurity control for downstream medicinal chemistry and API plant operations.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • FDA 21 CFR Part 211 (GMP for Finished Pharmaceuticals)
    • USP <797> for compounding standards (where relevant)
    • EMEA Guideline on the Specification Limits for Residues of Metal Catalysts

    Typical usage ratio

    • 0.95–1.05 molar equivalents relative to aryl halide, optimized to achieve full conversion while minimizing residual boronate impurities

    Downstream process integration

    • Enters at the palladium-catalyzed coupling stage; follows pre-activation in solvent under argon and post-reaction extraction in process reactors

    Final product types

    • Pyridine-derived kinase inhibitors for oncology pipelines
    • Advanced pharmaceutical intermediates (APIs)
    • Precursors for regulated small molecule therapeutics

    2. Crop Protection Actives Laboratory Synthesis

    Agrochemical developers rely on this compound for constructing pyridine-based moieties during herbicide and fungicide active ingredient research. Its compatibility with custom ligand systems enables selective functional group installation, supporting lead optimization under GLP control. Analytical labs monitor conversion rates and by-product profiles to ensure suitability for subsequent field formulation trials and regulatory submission batches.

    Industry compliance standards

    • OECD Guidelines for Testing of Chemicals (Section 1 and 3)
    • ISO 17025 (Laboratory Competence for Testing/Calibration)
    • FAO/WHO Specifications for Plant Protection Products

    Typical usage ratio

    • 0.9–1.2 equivalents; vary according to specific agrochemical scaffold and desired yield for lead candidate scale-up

    Downstream process integration

    • Added during stepwise assembly of the active core; follows ligand complexation and precedes final halide displacement stages in pilot reactors

    Final product types

    • Research-scale herbicide actives
    • Fungicide core intermediates
    • Development batches for residue and toxicology studies

    3. Electronic Chemical Raw Material for OLED Intermediates

    Specialty electronic material producers employ this boron-containing pyridine in the synthesis of electron-transport layer intermediates and host materials for organic light-emitting diodes. The material’s high batch purity suits integrated electronics reagent lines, with process controls ensuring compatibility for large-area vapor deposition and solution processing methods. Downstream blending operations require strict lot consistency and metal impurity limits to safeguard OLED device yield and performance.

    Industry compliance standards

    • IEC 61249-2-21 (Material specifications for organic materials in electronics)
    • RoHS Directive 2011/65/EU (for restricted substances in electronics)
    • SEMI E49.4 (Specification for Chemical Delivery in Semiconductor Manufacturing)
    • Internal advanced material quality assurance protocols

    Typical usage ratio

    • 10–30% by mole in heterocycle coupling formulations for target OLED segment design; adjusted for performance specifications as needed

    Downstream process integration

    • Enters molecular precursor synthesis for electron/hole-transport layers; included prior to device material purification and thin-film deposition

    Final product types

    • Pyridine-functionalized OLED intermediates
    • Electronic grade host materials
    • Custom-doped transport layers for display and lighting panels

    4. Custom Fine Chemical Synthesis—Heterocyclic Building Block

    Chemical manufacturers engaged in contract synthesis use this pyridine-boronic ester as a core building block for constructing diverse heterocyclic scaffolds. Its ability to install both chloro and boron functionalities enables flexible access to new analogs for advanced material science, analytical reagents, and specialty chemical projects. High-purity handling minimizes competitive side reactions and supports scale transfer under ISO and local regulatory audit conditions.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • REACH Regulation (EC) No 1907/2006 for EU market entry
    • National chemical management requirements (TSCA, K-REACH, etc.)
    • Local environmental permitting regulations

    Typical usage ratio

    • 1.0–1.5 molar equivalents in sequential coupling or substitution reactions; specific dosing according to customer project scope and scale

    Downstream process integration

    • Added to flow or batch reactors for iterative functionalization; forms core intermediate in custom contract manufacturing jobs

    Final product types

    • Pharmaceutical screening libraries
    • Analytical standard intermediates
    • Specialty heterocycle derivatives for advanced R&D

    5. Discovery-Scale Medicinal Chemistry—Structure-Activity Probing

    Research labs and early-stage biotech companies adopt this raw material for rapid diversification of pyridine cores in hit-to-lead programs. Its robust aryl boronate unit permits diverse cross-coupling protocols, with parallel synthesis facilitating SAR exploration. Laboratories maintain strict analytical controls for milled and aliquoted material, guaranteeing reproducibility and traceability in high-throughput medicinal chemistry campaigns.

    Industry compliance standards

    • GLP (Good Laboratory Practice) for non-clinical studies
    • ISO 17025 for laboratory process control

    Typical usage ratio

    • 0.8–1.2 equivalents per reaction, fine-tuned for library scale and automated assay compatibility

    Downstream process integration

    • Charged into microreactors or parallel batch vessels for diversification protocols post-initial hit identification

    Final product types

    • Medicinal chemistry SAR intermediates
    • Small-molecule probe candidates
    • Lead optimization derivatives for biological screening
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    Certification & Compliance
    More Introduction

    2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine: Experience from the Manufacturer’s Floor

    Decoding Value: How Practical Chemistry Becomes Essential Industry Material

    At our facility, every batch of 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine (CAS 850568-27-7) draws from years behind reactors and fume hoods, not marketing desks. This material isn’t an abstract item out of a reagent handbook – it takes on real importance for anyone in pharma synthesis and advanced materials. Our chemists watch how it comes together and how it performs in the field. We see the strengths and pain points through customer feedback, formulation trials, and direct trouble-shooting, not just through sales reports.

    This compound belongs to a family of pyridine-based organoboron reagents that brings reliability to Suzuki-Miyaura cross-coupling methods. The real difference from cheap boronic acids or unstable boronate esters hits home on the production line, where purity and storage stability matter every day, not just on paper. Most users care less about IUPAC formalities and more about predictability and performance under actual reaction conditions.

    Experience Shapes the Product: Not All Boronic Esters Behave Alike

    Through dozens of scale-ups, we noticed that not all dioxaborolane-based building blocks deliver the same confidence, especially under variable humidity and temperature. Trace impurities in raw material often show up as ghost peaks, wasted hours, or routine clean-ups during column chromatography. From repeated runs, we standardized our purification cycles and made tweaks to protect functional group integrity throughout storage and shipping, not just on the day of synthesis. You feel the difference in handling: stubborn clumps, solvent-wet cakes, or fine, dry powders that pour with zero static. Our teams know every stage, so we prevent small mistakes from ballooning into lost time.

    Choice of 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine as a protected boronic acid gives steady reactivity, even when moving from gram scale to tens of kilograms. Direct feedback from process chemists led us to filter out those micro-impurities that can ruin downstream steps or abiotic cross-couplings. We learned that boronic esters with higher alkyl protection break down less in air and under moderate heating, so you handle fewer surprises when scaling. Many competitors source by batch or broker, but we cut out middle steps and keep control from barrel to bottle.

    What Sets It Apart: Real-World Differences in Synthesis

    Our experience bringing this compound to scale gives us a practical view of what researchers want to avoid: spontaneous hydrolysis, unexpected byproduct formation, and shelf life roulette. Many in the market settle for boronic acids with unpredictable water uptake, leading to hydrolyzed messes or trimerized byproducts clogging their glassware. The dioxaborolane ring in our compound resists this fate because of its steric shielding and reduced hydrolytic opening. This cuts down on batch-to-batch variance and lets researchers plan their reactions without bracing for post-purification headaches.

    We also see growing demand for building blocks that tolerate rugged purification steps and show robust coupling yields across multiple catalyst regimes. Our in-process analysis checks for thermal stability, residual solvents, and trace chlorides. Labs working on heterocyclic lead candidates find that this compound maintains good electronic properties, letting the pyridine ring act selectively at key attachment points. Over time, we’ve taken lessons from blocked reactions, incomplete couplings, and spike failures—tuning parameters to provide a batch that doesn’t quit halfway through scale-up.

    Unlike basic boronic acids, the compound keeps a tight melting window and doesn’t create sticky, glassy intermediates as readily. This means users have less worry about weighing accuracy or air stability, and benchwork becomes more predictable. Our familiarity with scale-up blunders means lab supervisors can count on reproducible transformation, not just a hopeful literature reference.

    Beyond the Label: Performance in Pharmaceutical and Chemical Synthesis

    The bulk of demand for 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine comes from pharma intermediates, especially for constructing complex nitrogen-containing scaffolds. Teams working on kinase inhibitors or CNS-active benzopyridine analogues reach for this molecule because it slides into Suzuki couplings with high tolerance for functional group complexity. We’ve collaborated with medicinal chemists searching for robust, scaleable processes. They care less that it’s a dioxaborolane boronate and more that it leaves boron out of the final product and doesn’t poison their catalysts.

    Process development chemists like having one less variable to manage under kilo-lab conditions. They report fewer shut-downs caused by runaway hydrolysis or cross contamination from chloro impurities not flagged by standard TLC. Over years, we built up in-house stability profiles: the compound doesn’t degrade on standing, takes up minimal water, and survives most shipment scenarios without cake formation or oxidized odor.

    Academic labs have told us that switching to this protected arylboronate gave higher isolated yields when moving from microgram runs to scales where glassware and seals become true limiting factors. Extra purification steps get cut, post-reaction clean-ups become less frequent, and the downstream analytics show fewer headaches. Our track record here doesn’t come from chasing trend cycles, but from responding to persistent field feedback. Every process adjustment makes batch consistency visible to the end user, not just as a line in a certificate of analysis.

    Trouble-Shooting in Real Synthesis: Avoiding Pitfalls Other “Pure” Reagents Hide

    Synthetic chemists know the frustration of losing time to unreliable intermediates. The difference between a good boronic ester and a passable one shows up once reactions scale, water lines fluctuate, or purification drags out. Colleagues switching from basic boronic acids describe having to tweak pH, increase monitoring, or bring in extra hands just to rescue failed couplings. Every failed run eats up budget and schedule. We hear from process teams that our version, once dialed in, stays stable for the long haul—no need to jump through hoops for storage or handling.

    Many products on the open market change hands before reaching the user. Quality slips, packaging leaches in, or technical data sheets drift miles away from what the living batch delivers. In our operation, every drum gets filled and tested on-site, eliminating the kinds of variability that crop up through divided sourcing. You get what the label promises, avoiding too-basic documentation or surprises on the bench.

    Customers often ask how it stacks up against more conventional pyridine boronic acids or even directly substituted boronate esters. One thing we see again and again: the 4,4,5,5-tetramethyl protection on this dioxaborolane ring adds a margin of safety against humidity, helping researchers test conditions with reduced sensitivity to air. Its high compatibility with a range of solvents and coupling partners frees up process time, letting teams iterate faster. We support this with continuous batch QC—not just the typical purity checks but deep dives into chloride, water, and trace metal load.

    Long-Term Observations: Handling, Storage, and Delivery

    Not every reagent survives real-world storage. We’ve tested this compound under warehouse, bench-top, and production line scenarios. Lower grade boronic esters have a habit of degrading into sticky or fused residues, particularly in warm, non-dehumidified spaces. By keeping production under tight environmental control and selecting only tried-and-true packaging (not recycled or relabelled), we guarantee each shipment acts as expected out of the bottle—the powder flows, doesn’t clump, and weighs out cleanly.

    Some customers question long-term batch stability as they consider switching suppliers. Our data, collected over repeated annual production cycles, shows unchanged performance as long as standard storage guidelines are followed. We don’t cut corners or substitute lower-purity feedstock. Our finished lots carry trace impurity data from every run, so repeat customers see proof that each shipment lines up with every previous purchase, no matter the season or location.

    Shipping has a role in maintaining compound quality. Every packed container gets handled by staff trained to spot signs of container breach or moisture ingress, not third-party handlers who pass packages along unchecked. Incoming quality complaints have dropped near zero over recent years as we’ve doubled down on packaging, silane liners, and desiccant use. These small steps keep the material viable beyond lab shelf reminders, so back-stocked drums remain production-ready long after delivery.

    Insights from Collaborations: Driving Efficiency in Heteroaromatic Cross-Couplings

    Sophisticated chemistries in agrochemicals, OLED materials, and small-molecule leads depend on coupling steps that seldom tolerate flaky intermediates. We have visited customer sites, seeing firsthand the rush to troubleshoot moisture-sensitive components that failed mid-sequence. With this compound, process and medicinal chemists reduce unplanned stops, rework, and mid-reaction TLC checking.

    Pharmaceutical partners note that high solubility in typical Suzuki coupling solvents (THF, dioxane, toluene, ethyl acetate) makes this molecule stand out from more polar or glass-forming boronic acids. In kilo-lab runs, less solvent volume is necessary, waste generation drops, and cycle times tighten. In contrast, counterparts report slow dissolving, uneven mixing, and unpredictable purity drops with less refined alternatives.

    We also talk regularly with scale-up managers juggling raw material qualification alongside dozens of parallel process changes. For them, single-source supply and hard-won batch stability ease headaches that would otherwise stretch project timelines by weeks. Our team’s experience means clients plan with confidence, not contingency schedules. They see improved reactivity consistency, fewer false starts, and even fewer maintenance shutdowns.

    Human Impact: Lab Time and Research Progress

    Actual lab workflow rarely follows textbook order. Scientists stay late to catch column failures or babysit moisture-sensitive steps because lesser-quality intermediates flake out without warning. With our 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine, teams told us about packed days that finally ended on time because spins went cleanly; fewer plateaus in activity screens and fewer re-runs of the same coupling. Every extra bit of reliability lets them focus resources where it matters—refining candidates, analyzing SAR, or troubleshooting true chemistry, not technical artifacts from poor intermediates.

    Our role doesn’t end with shipment. We follow up after pilot batches to learn what held up in the flask and what tripped up in purification. Every missed yield, surprising side product, or small moisture event gets logged and fed back into production. What comes out next quarter is never a copy-and-paste job; it’s a living result of hundreds of cycles, customer calls, and real-world setbacks.

    Exploring Better Solutions, Not Just Selling Compounds

    Easy chemistry happens on paper; hard chemistry happens on the shop floor. The market always offers a swarm of similar-sounding intermediates, but few match up when projects hit time or purity targets. We’ve learned that many researchers burn hours hacking their way around avoidable technical hurdles—filtering out insoluble degradation, compensating for variable purities, or designing protocols to babysit their boron partners. By sticking to rigorous purification, non-negotiable environmental controls, and attentive shipping, we keep those dead-ends rare.

    Our plant’s approach comes from relentless iteration. We went through multiple cycles of parameter tightening, hands-on trial runs, and “what-if” testing before stabilizing batch protocols. Analytical labs see the benefits most: cleaner extraction, narrow melting range, dry appearance, and no drifting NMR peaks from oxidative decay. Time and again, old customers come back just for peace of mind—the assurance that their next batch won’t force emergency workarounds.

    The next step points to even tighter compliance: cleaner syntheses, greener solvent cycles, and push-button traceability from feedstock to finished drum. We monitor global regulations and sustainability shifts. Every improvement is tested in realities of the production lab, not yet another compliance review. We keep data honest, so each lot carries a traceable story—not just chalked-up purity figures but details reflecting actual process wins and struggles.

    Informed Choices: Why Chemistry Teams Rely on Consistent Production

    People in synthesis need more than just a chemical. Supply glitches, slow shipments, or mismatched specifications burn up budgets and morale. Our one-source approach closes that gap: raw materials enter our facility and leave only after passing our hands-on checks, not dealer swaps. From that first filtered flask through final drum sealing, we own each step. So, the bottle you open matches the sample you approved and doesn’t bring new surprises.

    We trust our teams because they handle this compound day in and day out—not just as a code in a system but as a substance that can go wrong in predictable ways. This constant cycle of feedback and fixes pays off for chemists who need real reliability. Every positive field report sharpens our process, and every customer issue pushes for another round of debugging and troubleshooting.

    Relying on Substance, Not Semantics

    Years of direct feedback, on-site troubleshooting, and hands-on adjustments have transformed 2-Chloro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine from a niche research tool to a trusted workhorse across chemical, pharma, and advanced material fields. It doesn’t pretend to be the only answer for every synthetic challenge, but it stays in the running because its handling and reliability match the needs of scientists who can’t afford downtime, batch-to-batch drift, or surprise sensitivity. From first gram to full drum, it reflects years of practice and the hard lessons learned from what happens both inside and outside the laboratory.

    Choosing this compound means fewer headaches, more research hours in actual chemistry, and a tighter, feedback-driven product. The market may offer close analogues or cheaper synthetics, but field experience consistently shows the difference between a “good enough” batch and a reliably high-performing intermediate. This isn’t only about purity numbers. It’s about building knowledge, supporting practical day-to-day work, and responding—cycle after cycle—for fellow chemists who rely on chemistry to work in real conditions.

    Every bottle comes backed by not just our reputation, but by every story and challenge faced on the production floor. That’s how our material earns its place in demanding labs worldwide.