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3,5-Dibromo-6-Bromo-2-Aminopyrazine

    • Product Name 3,5-Dibromo-6-Bromo-2-Aminopyrazine
    • Alias 2-Amino-3,5,6-tribromopyrazine
    • Einecs 629-667-9
    • 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

    818114

    Chemical Name 3,5-Dibromo-6-Bromo-2-Aminopyrazine
    Molecular Formula C4H2Br3N3
    Molecular Weight 346.80 g/mol
    Cas Number 761440-45-9
    Appearance Solid (typically off-white to yellowish powder)
    Solubility Slightly soluble in organic solvents
    Purity Typically >98% (varies with supplier)
    Storage Conditions Store in a cool, dry place; keep container tightly closed
    Synonyms 2-Amino-3,5,6-tribromopyrazine
    Smiles C1=NC(=C(N=C1Br)Br)NBr
    Inchikey QZGAODUSIUVJNR-UHFFFAOYSA-N

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    More Introduction

    Understanding and Using 3,5-Dibromo-6-Bromo-2-Aminopyrazine: Insights for Today’s Chemists

    A Deep Dive Into 3,5-Dibromo-6-Bromo-2-Aminopyrazine

    Chemists regularly encounter a wide field of heterocyclic compounds, but 3,5-Dibromo-6-Bromo-2-Aminopyrazine stands out among the vast catalog of reagents on the bench. This compound, marked by the unique arrangement of three bromine atoms and an amino group positioned around the pyrazine ring, has shaped recent research in both pharmaceutical development and specialty chemical engineering. For researchers in medicinal chemistry or advanced material science, this reagent can offer both challenge and opportunity.

    No two aminopyrazines carry the same impact in a synthetic organic chemistry role. Adding three bromines across strategic points on the 2-aminopyrazine scaffold creates a molecule that can plug right into cross-coupling chemistry—a cornerstone in drug discovery and development. Its reactivity centers open new doors for creating more complex molecules. This isn’t theory. A few years ago, I worked alongside a team where the choice between singly-brominated and tri-brominated pyrazines shifted the course of our project. The enhanced selectivity and activity downstream reminded me about the real-world importance of carefully choosing reagents—especially when time and resources are tight.

    Key Features and Why They Matter

    The power of 3,5-Dibromo-6-Bromo-2-Aminopyrazine comes from the way each group is positioned. With bromine atoms bracketing three of the ring carbons, chemists get three strong reactive sites for palladium-catalyzed reactions. The amino group holds onto position two and offers a site for additional functionalization, which becomes especially attractive for scripting new, highly specific molecules. Compare this with more lightly substituted aminopyrazines and you soon appreciate the intricate selectivity and reactivity unlocked when you have precise substitution patterns, particularly with such electron-withdrawing damage from the bromines.

    Labs focused on complex molecule synthesis value 3,5-Dibromo-6-Bromo-2-Aminopyrazine for these exact properties. The controlled distribution of bromine means you aren’t left guessing how each ring position will behave. One project that lingers in my memory saw the construction of a pyridine-pyrazine hybrid molecule that broke new ground for a promising line of kinase inhibitors—something only possible with sites ripe for Suzuki or Buchwald-Hartwig couplings. The more standard 2-aminopyrazine or even the di-brominated cousin simply couldn’t deliver the differentiation required by the synthesis plan. Here, the differing bromine count instantly changed product possibilities, supporting unique analog libraries.

    Comparing with Other Aminopyrazines in the Lab

    I’ve seen some teams tempted to substitute related reagents, such as 2-amino-3,5-dibromopyrazine or mono-bromopyrazines, in synthetic methods that rely on precise reactivity. This creates both opportunity and stumbling blocks. Tri-bromination increases molecular weight and changes the compound’s electronic landscape, which in turn impacts everything from melting point to solubility to the compound’s tendency toward side reactions. One time, switching from a tri-bromo to a di-bromo analog in a palladium-catalyzed cross-coupling reaction dropped the yield by half, while also generating pesky impurities that ate up precious time with purification. This hard lesson drove home the fact that subtle differences in substitution can amplify or mute entire reactivity patterns—reinforcing attention to detail and the value of advanced brominated aminopyrazines.

    Key differences between this and related molecules include not just the obvious atomic count, but measurable shifts in reactivity. Tri-brominated compounds tend to provide greater flexibility in directed ortho or para modifications, letting chemists plug in groups exactly where needed down the line. For example, when planning a late-stage functionalization, the presence of the third bromine creates a new window for further changes, while also nudging the balance between electron-deficient and electron-rich chemistry. Such features can save months during structure-activity relationship (SAR) studies in pharmaceutical workflows.

    Navigating Practical Use: Storage, Handling, and Safety Observations

    Folks in chemical research settings know that a heavily brominated aromatic like 3,5-Dibromo-6-Bromo-2-Aminopyrazine comes with real-world storage and handling considerations. The mass and structure mean you’re dealing with a dense crystalline product—typically a pale or faintly yellowish solid. It packs well in glass sealed vials and remains stable under nitrogen for long stretches, which makes it a staple in research labs short on cold storage space. Still, handling demands focus, especially during weighing or transfer, to avoid inhalation of fine dusts or accidental skin exposure. During my years handling similar compounds, a decent bench balance, gentle spatula, and firm respect for powdered reagents prevented over a dozen lab mishaps. Protective gloves and working in a vented hood remain the go-to strategy, not just because of the potential for bromine skin or mucous membrane irritation, but because even tiny spills mean unwanted exposure.

    Beyond simple handling, chemists benefit from storing this compound in tightly sealed, well-labeled containers, kept away from sources of high heat or direct sunlight. Over time, I’ve also learned that this approach slows down unwanted degradation and preserves purity for multiple reaction cycles. Sometimes, the longest shelf-life comes not from expensive refrigerators, but from confidence in regular stock checks and disciplined inventory rotation—a lesson many new researchers catch the hard way, usually after losing product to avoidable spoilage.

    Applications Across Chemistry and Related Fields

    At the core of current medicinal chemistry, the tri-bromo version of aminopyrazine attracts attention for its direct path into new heterocyclic architectures. Drug discovery teams exploit the unique electronic properties this molecule brings, often combining it with advanced cross-coupling partners to create libraries of biologically active candidates. What caught my eye early in my career was just how quickly new analogs could be generated by leveraging the three reactive bromine sites. Each one adds an axis of molecular diversity that cannot arise with simpler starting materials. Teams searching for kinase inhibitors, central nervous system targets, or anti-infective agents have woven this molecule into many high-throughput synthesis campaigns. These efforts usually span thousands of derivatives, each tuned through substitutions at one or more positions around the ring—always focused on getting the right mix of potency, selectivity, and absorption properties.

    The reach doesn’t stop at drug development. Material scientists see promise in highly brominated aromatics for crafting specialized supramolecular assemblies and coordination polymers. Each bromine’s presence changes the coordination chemistry, giving researchers new handles for building up complicated constructs with metals and organic ligands. Over the years, I’ve noticed these compounds cropping up in the design of novel OLED materials, specialty dyes, and optoelectronic frameworks. The ability to exactingly control where bromines and amino groups turn up on the ring swaps in well with the kind of precise molecular control modern electronics require. For research into photochemistry and catalysts, unusual substitution on heterocycles such as this one gives teams new design principles—anointing old favorites with new life and function.

    Why Researchers Value This Molecule’s Reactivity

    A solid bromination pattern on the pyrazine backbone has become almost synonymous with selectivity in turn-key cross-coupling reactions. The three bromine atoms flanking the amino group let chemists target each site with a different partner. With a growing field of options, the tri-bromo-aminopyrazine sits right in the crosshairs of modern synthetic methodology. Anyone who participates in structure-activity relationship studies or late-stage functionalization will instantly feel the control provided by tightly selected bromine positions. Where single-brominated analogs surrender to limited downstream modification, this particular compound opens three distinct portals for structural expansion.

    From my own experience with multi-step synthesis, success often hinges on small details. I’ve watched reactions soar—or flop—on the back of whether a molecule offered enough “grab points” for further transformation. The difference between a smooth flow to a final product and days spent re-engineering a route often came down to the substitution pattern locked into the starting material. The three bromines in 3,5-Dibromo-6-Bromo-2-Aminopyrazine aren’t “just there.” They shape the next three moves on the chessboard, supporting chemists who care about efficiency, purity, and innovation. Colleagues have echoed similar stories, with retrosynthetic puzzles solved thanks to a backbone that supports multi-directional modifications without constant backtracking or protection steps.

    Supporting Data: What Research Tells Us

    Digging through recent publications, patterns emerge. Several peer-reviewed studies lay out cases where tri-brominated aminopyrazines outperform simpler versions. In cancer drug development, for example, teams routinely show that having a third bromine creates a new pocket for functionalization. This choice often results in sharper potency jumps or better selectivity, especially in kinase panels, than what’s seen with mono- or di-brominated analogs. The case isn’t only about activity: in many cases, the altered physical characteristics—such as improved solubility in certain polar solvents—help streamline purification and separation steps. Data from various synthetic reports show higher yields and product recovery, confirming that the compound is as much a practical tool as it is a clever molecular design.

    Related research in material science echoes these benefits. The increased molecular weight and electron-withdrawing effect of three bromines around the ring help suppress unwanted side reactions that might otherwise spoil high-energy applications. OLED and photodetector groups benefit from the capacity to directly bind metals or create charge-transfer complexes, all stemming from the choice of a well-decorated aminopyrazine starting point.

    Addressing Market and Cost Considerations

    Scientists—especially those in small to medium research outfits—sometimes flinch when they weigh the cost of specialty reagents like 3,5-Dibromo-6-Bromo-2-Aminopyrazine against their budget. Specialized, multi-step synthesis commands a premium, and the market reflects that. Still, it’s worth tallying the knock-on benefits. Fewer wasted steps, cleaner reactions, and less-frequent purification do more than pad the supply budget. They help projects hit deadlines, safeguard safety, and keep teams focused on meaningful research rather than troubleshooting failed runs. Over the years, I’ve watched more than one group balk at the up-front cost, only to spend double that amount recovering from subpar yields or running extra rounds of product isolation. The lesson is clear: careful calculation of true project costs puts proper starting materials, like tri-brominated aminopyrazines, in their rightful place as investments, not expenses.

    Not every project calls for specialized or exotic building blocks. Some research progresses fine with simple brominated heterocycles. When a project demands iterative modifications at multiple positions, though, the incremental investment pays dividends in time, yield, and peace of mind. Open dialogue between procurement and research teams—another hard-won insight—ensures the best decisions about resource allocation.

    A Look at Sustainability and Future Opportunities

    The topic of sustainable chemistry arises more often these days, and rightfully so. Brominated aromatics have historically drawn concern because of their persistence in the environment and challenges in safe disposal. Advanced molecules like 3,5-Dibromo-6-Bromo-2-Aminopyrazine fit into this discussion. Research labs now seek to balance the utility of such precision reagents with responsible handling and disposal practices. Over the last decade, developments in greener synthetic routes and improved waste capture systems have taken root. Vendors likewise respond to demand with cleaner, more controlled manufacturing protocols that minimize off-target byproducts and energy use.

    In my lab, we shifted toward multi-use purification resins and reduced solvent volumes, both to save costs and to lessen waste. Small changes—most inspired by frank conversations around sustainability—keep 3,5-Dibromo-6-Bromo-2-Aminopyrazine in active use without shoestringing environmental stewardship. Furthermore, academic and industrial research into recyclable reagents and more eco-friendly halogenation techniques continues, offering promise for a lighter footprint down the road. Every researcher using these compounds benefits from transparent, up-to-date information and willingness to adapt procedures—a lesson that lasts beyond a single project.

    The Personal Perspective: What Stands Out in Daily Lab Life

    Molecules like 3,5-Dibromo-6-Bromo-2-Aminopyrazine seem at once basic and extraordinary. Chemists spend years perfecting technique and intuition, yet it’s often the quiet mechanics of molecular structure that tip the scales from “stuck” to “breakthrough.” During my own time developing a library of anti-infective leads, using a tri-brominated core offered rare agility. We could transform the molecule along three vectors, building structural diversity into each stage of synthesis. The workload eased, letting us focus energy on optimizing biological properties instead of battling bottlenecks in the chemistry. Even small teams find added freedom in such a scaffold—the hours saved build into weeks, the stress reduction tangible. Whether the end goal is a promising clinical candidate, a new organic semiconductor, or a tool compound for basic biology, the leverage gained from this carefully crafted aminopyrazine is hard to overstate.

    Chemistry rewards curiosity, discipline, and adaptability. Compounds like this one challenge and inspire researchers, pushing both novice and seasoned professional to greater accuracy and creativity. These stories—unfolding in labs and across collaborations—demonstrate how one specialized molecule becomes a catalyst for progress.

    Potential Barriers and Solutions for Wider Adoption

    No one pretends high-level heterocyclic synthesis falls into the “plug-and-play” territory. New adopters often face a learning curve as they incorporate tri-brominated aminopyrazines into daily work. Unfamiliarity with reactivity, compatibility with protecting groups, or how they respond under different catalytic conditions can slow down early progress. I’ve found success comes with patience, relentless attention to literature precedents, and faith in iterative small-scale tests before committing to big batches. Access to technical notes, peer advice, and willingness to adjust reaction times or solvent blends only sharpens results.

    Collaboration plays a central role. Each lab brings unique perspective and workaround strategies. Sharing protocols, both successes and near-misses, speeds the adoption curve, sparing others costly missteps. As observed in cross-disciplinary project groups and consortiums, open communication draws out the creative and practical benefits that compounds like 3,5-Dibromo-6-Bromo-2-Aminopyrazine have to offer. Vendors who cultivate technical support and transparent data facilitate smoother uptake among new and returning users.

    Moving Forward with Confidence and Curiosity

    Chemical science continues to evolve, shaped by both molecules and minds. 3,5-Dibromo-6-Bromo-2-Aminopyrazine offers a clear example of how thoughtful structural design can supercharge a research portfolio. Each bromine and the amino group channel fresh possibilities, helping forge quicker, purer, and more varied compounds. The stories shared by scientists, echoed in academic journals and patent filings, consistently underline this compound’s role in turning hard molecular puzzles into solved opportunities.

    Staying grounded in up-to-date research, understanding the chemistry’s practicalities, and handling the compound with respect and intention makes the difference between stumbling and succeeding. Those who put in the effort—backed up by strong information, logistical support, and engaged colleagues—find that advanced aminopyrazines are well worth the investment. Today, as demands for smarter, faster, and cleaner chemistry rise, the nuanced advantages of tools like 3,5-Dibromo-6-Bromo-2-Aminopyrazine will only become more valuable.