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(2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester

    • Product Name (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester
    • Alias tert-Butyl (2-bromo-3-pyridyl)carbamate
    • Einecs 633-778-6
    • 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

    890218

    Product Name (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester
    Molecular Formula C10H13BrN2O2
    Molecular Weight 273.13 g/mol
    Cas Number 1171516-49-4
    Appearance White to off-white solid
    Purity Typically ≥98%
    Solubility Soluble in organic solvents (e.g., DCM, MeOH, EtOH)
    Smiles CC(C)(C)OC(=O)Nc1ccc(Br)nc1
    Inchi InChI=1S/C10H13BrN2O2/c1-10(2,3)15-9(14)13-8-4-5-7(11)12-6-8/h4-6H,1-3H3,(H,13,14)
    Storage Conditions Store at 2-8°C, protect from light
    Hazard Statements May cause skin/eye irritation

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    More Introduction

    Exploring (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester: Supporting Modern Synthesis

    Beyond the Chemical Formula: A Closer Look at the Molecule

    Chemistry never stands still. For those who spend their days at the bench or behind a computer screen, every reagent tells a story about decades of fine-tuning, research pressure, and real-world applications. (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester doesn’t look like much just from its name, but the details hidden in that string of syllables shape its importance for countless research groups and development teams. You’ve got a tert-butyl carbamate group—sometimes called a Boc group—attached to a pyridine ring that also bears a bromine atom. These features sound technical, but they’re not obscure. Each structural choice packs a punch, affecting how this compound serves as a toolkit for organic chemists.

    Features That Help Research Move Forward

    One reason people reach for (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester comes down to chemistry’s practical side: protection and selectivity. Chemists look for building blocks they can trust. Here, the Boc-protected carbamate shields parts of the molecule from unwanted reactions. That protection matters when you’re working through a multi-step synthesis, especially under harsh conditions where a free amine would break down or react too soon. Tert-butyl esters like this one can stand up to a range of reagents but lift away under certain conditions, usually with a touch of acid. This control keeps side-products out of the flask and helps teams reach complicated targets with the sort of reliability industry demands.

    The bromine on the pyridine ring creates another opening. Users can tap into palladium catalysis—a common route for Suzuki or Buchwald-Hartwig couplings—by taking advantage of the aryl-bromide bond. Advances in cross-coupling have made this reactivity a driving force for customizing heterocycles. Pyridine rings already form essential backbones for pharmaceuticals, agrochemicals, and functional materials. Having a bromine atom in the 2-position (right next to the nitrogen) gives synthetic teams a way to introduce diverse groups exactly where they want.

    Comparisons and Contrasts With Other Boc-Protected Pyridines

    Some might ask, why not use another Boc-protected pyridyl derivative, or even skip the protection altogether? The answer draws on years of setbacks and small victories in the lab. Without protection, many amines either deactivate other delicate reagents or get swept up in side reactions. Regular tert-butyl carbamates attached to other pyridine positions—or to other aromatic systems entirely—often lack the combination of reactivity and stability this molecule offers. The 2-bromo, 3-pyridyl system steers reactivity for both protection and cross-coupling, giving researchers control that broader or less strategically brominated compounds don’t deliver.

    Some pyridine derivatives might carry other groups, such as chloro, iodo, triflate, or even nitro, but each of these alternatives brings new problems: lower couplings yields, too-rapid activation, or difficulty removing the Boc group under gentle conditions. Bromine sits in the sweet spot; you get reliable cross-coupling performance without needing punishing conditions that can wreck sensitive intermediates. Meanwhile, the tert-butyl carbamate brings both air-stability and easy removal when the sequence calls for unveiling the free amine. Other protecting groups—such as Fmoc or Cbz—often require more complex deprotection steps, solvents, or reagents, introducing costs and extra waste streams researchers prefer to avoid.

    Everyday Use: Organic Synthesis, Drug Discovery, and More

    Synthetic chemistry is a craft where every shortcut, workaround, or clever design decision matters. A molecule like (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester opens up routes in medicinal chemistry, providing researchers with a modular platform for assembling new molecules. Pharmaceutical teams chase new heterocyclic scaffolds because so many drug candidates depend on pyridine rings for bioactivity, solubility, or chemical novelty. The protected amine survives harsher reaction steps, then reveals itself cleanly for coupling or functional group interconversions. On a small scale, the compound’s stability means it stands up to bench top storage—no need for a glovebox, no special gas lines—so academic labs and industry teams can plug it into their workflows with minimal adaptation.

    My own work years ago involved troubleshooting stubborn cross-couplings and dealing with far too many cases of blocked amines or unexpected breakdown under reductive conditions. Watching teams reach for Boc-protected pyridines like this felt like witnessing a small revolution. Yields improved, purification got easier, and the frustration level dropped. In drug discovery, even one percentage point of yield can mean the difference between success and another month lost to reoptimization.

    What Sets This Structure Apart

    At a glance, a synthetic precursor might seem interchangeable—another bottle on a shelf, another ten grams coming through the mail. In practice, the choice makes a big impact. (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester isn’t just another nitrile, ester, or halide. Its design has grown from lessons learned by countless chemists facing bottlenecks at specific synthetic steps.

    The bromine’s position next to the nitrogen atom in the ring matters; it changes the ring’s electronic properties, directing reactivity for both electrophilic aromatic substitution and cross-coupling. The tert-butyl-protected amine opens up one-pot maneuvers; after coupling, users can strip the Boc group and attach handles relevant to industrial catalysis or receptor binding. The result: rapid prototyping in drug research, access to new chemical space, and an easier path from milligram to kilogram.

    Practical Experience: Stability and Handling

    Lab life rewards attention to detail, from pH and temperature to the quirks of shelf life. This Boc-protected carbamate offers practical advantages: it resists hydrolysis in routine atmospheric moisture and doesn’t decompose under gentle heating. Not every protected amine brings both thermal and hydrolytic stability. Those features let academic or industrial workers weigh out the necessary portions without worrying about decomposition or dangerous byproducts. People with experience in parallel synthesis or small molecule libraries see value in a bottle that doesn’t spoil after a single exposure to air.

    I’ve watched new colleagues hesitate over whether to invest in slightly more expensive coupling blocks, always weighing costs against reliability. In the end, time lost to decomposed intermediates, failed reactions, or tiresome repurification outweighs the sticker shock. The extra up-front investment brings safety and reliability that pays off—especially when a project involves precious starting materials or time-sensitive deadlines.

    Environmental and Safety Perspective

    Today, there’s more scrutiny than ever on chemical sustainability, waste management, and regulatory expectations in the lab. While any halogenated pyridine brings a measure of environmental responsibility, (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester fits into many green chemistry strategies because it enables cleaner, more selective reactions. Better selectivity often means less chemical waste and fewer purification steps down the line, which helps meet company goals for cost-saving and carbon footprint reduction. Analytical data from published literature suggests that using tert-butyl carbamates can cut down on impurity profiles, making downstream processing easier and safer for workers.

    On the safety front, handling brominated organics always warrants respect—these compounds should not be inhaled, handled without gloves, or discharged into the water stream. That said, compared to less stable or more volatile analogs, this compound’s relatively high molecular weight and protected amine keep it less prone to generating hazardous fumes. Standard lab precautions, material safety data, and proper disposal protocols all help mitigate broader risks.

    Supporting Discovery in Medicinal Chemistry

    The medicinal chemistry journey from hit to lead to candidate relies on rapid iteration, adaptability, and sometimes a little luck. Teams running structure-activity relationships or SAR campaigns benefit from tools that let them swap groups, reveal functionality on demand, and control side reactions. The Boc-protected amine, stable under base or neutral water, can be deprotected at the right step to fit highly convergent synthetic designs. This modularity helps groups assemble compound libraries more efficiently, knocking out analogs to probe biological targets.

    Researchers focusing on kinase inhibitors, anti-infectives, or metabolic modulators often need nitrogenous heterocycles tailored with unusual substituents. The 2-bromo handle delivers that with cross-coupling tactics, while the Boc group makes the precursor compatible with a wider toolbox of conditions, from acidic to basic. Compared to unprotected analogs, which can limit late-stage functionalization or foul up chromatography, this product keeps workflows flexible.

    Pain Points and Progress: Tackling Industry Challenges

    Synthetic chemists, especially those in pharma or specialty materials, often deal with rapidly shifting priorities. A process that delivers in-vitro leads might buckle at scale or trip up under regulatory review if impurities or byproducts sneak in. The trick lies in designing each synthesis for both creativity and pragmatism. (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester, with its clean reactions and solid selectivity, gives teams a reliable building block that shortens timelines and makes troubleshooting simpler.

    One technical advisor I knew used to say that starting from robust intermediates made scale-up seem “almost boring”—a rare compliment in a world of surprises. Hidden in that comment lies the truth: consistent yields, easy purification, and resilient intermediates free up time for solving the real puzzles. The structural design here avoids the frequent missteps that crop up with other halogenated or protected pyridines, offering a chosen path for teams seeking predictable results under variable lab conditions.

    Learning From Literature and Industry Best Practice

    In corporate and academic circles alike, the pressure to re-invent the wheel is fading. The industry has moved toward adapting what works—learning from published papers, patent filings, and collaborative data-sharing platforms. Looking at peer-reviewed case studies and patent literature, tert-butyl carbamates on substituted pyridines routinely feature as intermediates for advanced medicinal and agrochemical programs. Their track record of enabling efficient transition metal catalysis, offering compatibility with both acidic and basic conditions, and surviving the demands of combinatorial synthesis stands out clearly.

    The competitive edge often comes down to small gains repeated across hundreds of projects. The ability to rely on chemical building blocks that match the demands of both innovation and compliance streamlines everything from high-throughput screening to process optimization at scale. Clean intermediates and fewer impurities also offer downstream benefits for med-chem teams working with stringent regulatory guidelines.

    Problems, Solutions, and What Still Needs Doing

    No chemical compound offers a silver bullet for every challenge. The world of protection strategies and cross-coupling leaves gaps. While (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester bridges many known pitfalls—poor shelf life, unwanted reactivity, problematic deprotection—it isn’t perfect. The use of brominated intermediates means careful planning for waste handling, with industry shifting toward milder reaction conditions or looking for even greener handles for next-generation couplings.

    A number of startups now explore replacing halogen handles with bio-based leaving groups, though such alternatives don’t always match the reliability or cost-effectiveness of bromide. There’s also an appetite for even more selective catalysts, both to limit byproduct profiles and to simplify manufacturing processes. The choice of protection group continues to evolve—labs flirt with newer options like the trityl group, though the simplicity and track record of Boc maintains its lead for sheer reliability.

    Teams looking to lessen environmental burden can aim to optimize reaction efficiency, switch to less toxic catalysts, and invest in solvent recycling or better effluent treatment. Incremental advances in catalytic design might soon bring alternatives that combine the reliability of bromide with greener technologies, but synthetic chemists tend to keep one foot in proven methods to avoid catastrophic project delays. Until a new approach delivers equal or greater reliability across thousands of real-world cases, the tert-butyl carbamate likely holds its ground as a favorite protection tool.

    Industry Trends and the Path Ahead

    The broader context of drug development, materials science, and specialty manufacturing revolves around adaptability. Teams race to adopt new strategies, not just for the sake of invention but to respond to regulatory pressure, cost challenges, and changing consumer demands. In this landscape, proven intermediates like (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester gain value for what they support: faster candidate evaluation, safer handling, and manufacturing workflows that can roll up from gram-scale in early discovery to larger batches in pilot plants.

    Recent reports from process chemistry conferences show a shift toward modular design, flexible protection-deprotection sequences, and hardware that allows running multiple reactions in parallel. Building blocks such as this one, with their layered stability and reactivity, don’t just sit in the catalog—they underpin this entire movement. Even as new automation or machine learning platforms enter the field, fundamental chemistry still relies on reliable substrates. The feedback loop between synthetic efficiency and commercial pressures reinforces the demand for intermediates that just work, without rounds of troubleshooting or costly surprises.

    Frontiers for Innovation and Collaboration

    Looking out over the next decade, collaboration between academic synthesis, industrial R&D, and process engineers will continue to shape which building blocks see the most investment. (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester stands as a testament to iterative learning: many hands refining, testing, and adopting a compound that balances the needs of stability, reactivity, and practical use. As digital chemistry grows, with more automated platforms and data-driven process control, compounds with robust, predictable outcomes earn a place on every synthetic chemist’s list.

    Many research labs now keep this intermediate on hand, building flexibility into their synthetic strategies. It’s not just about speed: with reliable protection and coupling features, teams can put more energy into creative problem solving—testing new hypotheses, building unique molecule libraries, or troubleshooting only when it truly matters. As global regulatory bodies drive higher standards for safety, purity, and environmental management, the demand for well-understood and easily handled reagents holds steady.

    Takeaways From the Lab Bench

    There’s a tangible sense of relief in the lab when a building block performs exactly as promised. (2-Bromo-3-Pyridyl)Carbamate Tert-Butyl Ester isn’t a household name, but for the people driving discovery in pharmaceuticals, advanced materials, and industrial chemistry, it marks a shared turning point—one more contribution toward a smoother route from concept to final product. Every repetitive problem solved, every step streamlined, helps tilt the odds in favor of real-world breakthroughs.

    Years of practical experience support a simple truth: reliable, stable compounds lower the stress of research and production. They give teams room for curiosity, experiment, and innovation, reinforcing a culture where solving problems trumps firefighting disasters. Watching a previously unreliable step click into place—thanks to smarter protection strategy or a better cross-coupling handle—reminds us all why chemistry keeps moving forward. In the end, these building blocks spark new opportunities across industries, linking the benchtop and the marketplace with reliability, safety, and a commitment to progress.