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3-Bromo-6-(Cyclopropyl)Pyridine

    • Product Name 3-Bromo-6-(Cyclopropyl)Pyridine
    • Alias 3-Bromo-6-cyclopropylpyridine
    • Einecs 810-933-6
    • 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

    358762

    Chemical Name 3-Bromo-6-(Cyclopropyl)Pyridine
    Cas Number 219705-45-2
    Molecular Formula C8H8BrN
    Molecular Weight 198.06
    Appearance Colorless to pale yellow liquid
    Boiling Point 250-252°C
    Density 1.47 g/cm³
    Purity Typically >97%
    Solubility Slightly soluble in water; soluble in organic solvents
    Smiles C1CC1C2=NC=C(C=C2)Br
    Inchi InChI=1S/C8H8BrN/c9-7-3-4-8(10-5-7)6-1-2-6/h3-6H,1-2H2
    Synonyms 3-Bromo-6-cyclopropylpyridine
    Storage Temperature Store at 2-8°C
    Refractive Index 1.614

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    More Introduction

    Getting to Know 3-Bromo-6-(Cyclopropyl)Pyridine: A Closer Look at a Key Pyridine Derivative

    Introduction: Finding Purpose in Chemical Precision

    Chemists often cross paths with substances carrying long, complex names and even longer lists of features. For researchers who focus on building new molecules, trying to understand what makes a reagent or intermediate worthwhile can turn into a balancing act involving curiosity, practicality, and hard science. 3-Bromo-6-(Cyclopropyl)Pyridine enters the laboratory as one such compound—a nontrivial pyridine derivative that brings together distinct chemical handles and a cyclopropyl twist. It’s the way the elements fit together, not just the sum of the parts, that sets this material apart in the world of aromatic building blocks.

    What Defines 3-Bromo-6-(Cyclopropyl)Pyridine?

    Describing 3-Bromo-6-(Cyclopropyl)Pyridine means talking about its place in the pyridine family tree and what that shape brings to everyday research. It’s a molecule composed around a pyridine ring—a familiar six-membered structure with one nitrogen sitting in the mix. In this version, a bromo group takes up residence at the third carbon, adding a classic, reactive spot for chemists to exploit in cross-couplings or other transformations. The cyclopropyl group on the sixth carbon breaks up the expected by providing rigidity, ring strain, and a distinct three-membered carbon flair, changing both reactivity and physical behavior. That single switch not only alters the properties of the ring, but also unlocks new directions for building more complex molecules downstream.

    Making Sense of the Physical World

    My own experience with pyridine derivatives leads me to appreciate the little differences that tweak how a substance behaves at the bench. 3-Bromo-6-(Cyclopropyl)Pyridine brings a unique set of properties to the table. Its lightly yellowish appearance and crystalline nature often mean more straightforward handling. Solubility matters, too—this compound typically dissolves easily in common organic solvents like dichloromethane, acetonitrile, and ether, which lets chemists work with it in a variety of reaction setups rather than being bound by narrow options. For those who have ever wrestled with a stubbornly insoluble substrate, the simplicity of dissolving a moderately polar pyridine variant brings daily relief.

    Stability shouldn’t only be a footnote. In my lab time, I’ve seen how a brominated pyridine like this stores well under appropriate conditions, away from heat and light, and doesn’t fuss with air exposure the way organometallic reagents often do. Research often moves at the pace of reagent reliability. Knowing that this compound stands up to a busy academic or industrial workspace without breaking down means fewer headaches and more consistent results.

    The Building Block for Bigger Things

    The true worth of 3-Bromo-6-(Cyclopropyl)Pyridine lies in how it fills the role of a versatile intermediate for organic synthesis. Pharmaceutical chemists, in particular, turn to structures like this when hunting for new scaffolds—a term that carries a lot of weight in the search for new drugs and bioactive molecules. The bromo group acts as a convenient placeholder for coupling reactions, such as Suzuki or Buchwald-Hartwig transformations, giving synthetic chemists an easy handle to swap in aryl, heteroaryl, or alkyl fragments. I’ve leaned on these reactions as the backbone of building new molecular libraries, and having a bromo-substituted pyridine in hand means fewer synthetic dead ends.

    Cyclopropyl groups come with their own set of benefits, delivering increased metabolic stability and unique steric effects. In drug design, slotting in a cyclopropyl moiety can mean dodging quick breakdown by enzymes while still keeping the molecule small and lipophilic. That matters when translating early chemical hits into real pharmaceutical candidates, especially if you’ve ever watched a promising lab compound crash disappointingly in biological tests due to rapid degradation or unexpected metabolic pathways. Combining these two elements in one molecule doesn’t just save time—it enables creative problem-solving and new lines of molecular investigation.

    Navigating Structure–Activity Relationships

    Understanding how different groups change the landscape of a molecule’s behavior is core to medicinal chemistry. One reason pyridine rings show up so frequently is that they provide hydrogen bonding, electron delocalization, and versatility—all essential tools for tweaking properties like solubility, binding affinity, and metabolic fate. Adding bromine at position three increases options for further derivatization, allowing for late-stage functionalization in multistep syntheses. During a lead optimization campaign, that’s a game-changer, since it means teams can keep the same core and change only what’s necessary.

    What stands out about the cyclopropyl substitution is how it shapes both the rigidity and three-dimensionality of a normally planar system. In certain targets, shifting a substituent just a few angstroms out of the plane can dramatically modify biological activity. This fact has played out in known drug classes, where cyclopropyl groups improve not only metabolic resistance but also fine-tune the fit within protein binding pockets. Any chemist who’s spent long nights comparing SAR data understands the value of being able to inject small, well-placed tweaks without overhauling whole synthetic routes.

    Comparing to Other Pyridine Building Blocks

    In the world of chemical intermediates, small substitutions create big differences. Looking specifically at 3-Bromo-6-(Cyclopropyl)Pyridine versus other bromo-pyridines or mono-cyclopropyl substituted pyridines, some clear contrasts emerge. Substituting at the third versus the fourth or fifth position impacts electronic effects, and by consequence, reactivity in cross-coupling and nucleophilic aromatic substitution. For anyone planning multistep syntheses, access to various isomers is necessary for SAR studies, but the 3-bromo layout often offers a sweet spot for balancing stability, reactivity, and functional group compatibility.

    The introduction of the cyclopropyl group also sets this compound apart from more generic bromo-pyridines. Most pyridine rings feature simpler alkyl or aryl attachments. Cyclopropyl brings both ring strain and steric demand, which can alter the outcome of downstream chemistry. For those who care about regioselective or stereoselective synthesis, these effects manifest as changes in product profiles, yields, or even selectivity toward desired isomers. In my experience, this gives teams added control in planning custom libraries for small-molecule screening.

    The Value in Sourcing Quality

    Synthetic work rarely happens in isolation; the quality and traceability of a building block ripple through every downstream step. In contemporary research environments that focus more on data reproducibility and regulatory compliance, it’s become more important to know exactly what comes in every flask or bottle. For 3-Bromo-6-(Cyclopropyl)Pyridine, high-purity material from reputable suppliers leads to fewer by-products, cleaner reaction profiles, and more robust data output. That pays off both in academic journals, where reviewers demand pristine characterization, and in industrial process scaling, where pilot lots translate into full-scale campaigns.

    With increased attention on environmental and workplace safety, chemists often ask not just about how a reagent performs, but what sourcing, lifecycle, and disposal look like. While pyridine derivatives do carry certain toxicological profiles, responsible handling and proper documentation put researchers at ease. I’ve always found value in reviewing batch-level data and certificates of analysis before committing to a purchase, since a small investment in up-front legwork avoids troubleshooting costly setbacks later.

    Research Areas and Real-World Applications

    Pharmaceutical drug discovery continues to top the list of application domains. Teams in both startups and global pharmaceutical companies rely on a steady supply of orthogonally substituted pyridine derivatives to build up and diversify core scaffolds. The ability to fine-tune attributes like bioavailability, metabolic stability, or even hERG inhibition risk through substitutions like cyclopropyl shows up repeatedly in patent claims and medicinal chemistry papers.

    Agrochemical research also draws from the same pool of intermediates, particularly when designing crop protection agents resistant to enzymatic or photolytic degradation. The resilience of a cyclopropyl group under harsh environmental conditions provides an edge in extending field longevity or lowering required concentrations. Even material scientists explore the boundaries of substituted pyridines in crafting new ligands for organometallic complexes or as functional elements in electronic materials. Speaking to colleagues across disciplines, I’ve seen firsthand how the applications keep branching out as new chemistry tools and automation open unexplored synthetic pathways.

    Advantages from a Researcher’s Perspective

    Handling ease counts more than most people admit. The crystalline, non-hygroscopic nature of this compound takes away headaches related to weighing or storage. There’s a peace of mind in knowing that moisture won’t undo a day’s work or that a reagent can survive a few days outside of the deep freezer. For operations lacking extensive infrastructure—for example, small academic labs or early-stage startups—the practicality of standard benchtop storage cannot be overstated.

    Efficient reactivity streamlines planning. Researchers often run several reactions in parallel, so they gravitate toward intermediates that tolerate the broad swath of conditions common in modern organic synthesis—transition-metal catalysis, strong bases, and functional group compatibility. This has been my own preference, especially as time and budget constraints push for higher throughput and less drama. If something works across a range of coupling partners with predictable outcomes, it quickly becomes a preferred reagent in the toolbox.

    Challenges and Considerations in Usage

    Every tool has its limits. One recurring challenge with brominated pyridine derivatives involves their reactivity profile—they can serve as robust starting points in many reactions, but electronic deactivation from the nitrogen and the position of the bromide sometimes slows certain transformations or calls for carefully chosen catalysts or additives. Practical wisdom means running a few pilot reactions to optimize temperature and base, and adjusting equivalents to manage both homocoupling byproducts and debromination risks. A careful eye on purification strategies saves time in the long run, as bromo and cyclopropyl byproducts can complicate clean separations.

    Safety matters, too. While 3-Bromo-6-(Cyclopropyl)Pyridine doesn’t present particularly unusual hazards compared to similar reagents, gloves, eye protection, and good ventilation always make up the best line of defense against accidental contact or inhalation. Reviewing up-to-date safety data sheets and standard precautions keeps teams out of trouble, especially in teaching environments or where less experienced hands might be at work.

    Addressing Broader Concerns: Environment and Sustainability

    Awareness of sustainability drives much of today’s chemical practice, both in industry and academia. Pyridine derivatives, especially those containing bromine, raise questions about lifecycle management—how to minimize hazardous byproducts, handle waste streams, and generally walk the line between innovative science and environmental stewardship. Techniques like flow chemistry, greener solvents, and recycling protocols can shrink a project’s environmental footprint. I’ve seen labs successfully cut down on hazardous waste by right-sizing batch sizes and switching to catalysts or reaction partners with better environmental profiles, without sacrificing the performance needed for competitive research.

    Transparency in sourcing also plays a strong role in addressing regulatory and environmental standards. Suppliers who document provenance and quality help downstream users make informed choices, supporting both compliance and risk management. Building strong relationships with trusted vendors, and asking questions about product lifecycle and sustainability, pays dividends in reduced headaches, audit-readiness, and peace of mind. The industry’s move toward third-party certifications and responsible supply chain management signals progress in harmonizing innovation and responsibility.

    Future Prospects: Expanding the Toolbox

    The ongoing pace of discovery in chemical and pharmaceutical research means that new building blocks will always have a place at the bench. 3-Bromo-6-(Cyclopropyl)Pyridine exemplifies a trend toward greater molecular complexity and three-dimensional design, seeking out features that translate into better fit, function, and safety in biological and material contexts. As advances in automated synthesis, machine learning, and rapid screening roll out across the field, having access to specialized intermediates like this positions research groups to leap ahead in creating the next generation of functional molecules.

    Talking with colleagues at conferences and reading recent literature, I notice the appetite for diversity in chemical libraries keeps growing. Adding molecular features such as cyclopropyl or brominated aromatics lets teams probe new chemical space—regions that often turn up unexpected hits or uncover unique physical behaviors. Staying open to products that diverge from standard templates expands not just discovery potential, but also keeps the research ecosystem vibrant and resilient against shifting scientific and regulatory challenges.

    Potential Solutions to Common Hurdles

    Chemists facing issues like sluggish coupling, low solubility, or challenging purification with some bromo-pyridines can turn to reaction engineering, such as employing microwave-assisted synthesis, optimizing ligand–catalyst systems, or running reactions under carefully controlled conditions. Adding cyclopropyl increases synthetic possibilities but requires attention to downstream handling—techniques like preparative chromatography or crystallization often resolve separation bottlenecks. For scaling up, developing robust, scalable protocols enhances reproducibility and lowers both waste and cost.

    Strong documentation, regular integrity checking via analytical methods—NMR, HPLC, mass spec—and batch retention reinforce reliability, especially in collaborative or regulated environments. Training staff and students on specific handling and waste protocols for nitrogen-containing aromatics and halogenated organics strengthens laboratory safety and compliance. Investing time up front in process optimization nearly always pays off through lower rework rates and higher overall research productivity.

    Final Thoughts from the Bench

    3-Bromo-6-(Cyclopropyl)Pyridine, in its own right, tells a story about the power of thoughtful molecular design and how even small changes at the atomic level ripple through to impact downstream science. In daily work—across drug discovery, agrochemicals, or materials research—the ability to leverage both reactivity and functional group diversity in one reagent enables science to move forward one step at a time. For those of us who work with these tools day in and day out, it’s the confidence in quality, reactivity, and new discovery potential that matters most. Each well-chosen intermediate, each reliable compound, contributes not just to better chemistry, but to faster answers, safer workplaces, and—ultimately—a more meaningful contribution to science and society.