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Methyl 3,6-Dibromopyrazine-2-Carboxylate

    • Product Name Methyl 3,6-Dibromopyrazine-2-Carboxylate
    • Alias AKOS024958504
    • Einecs 841-375-5
    • 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

    407648

    Product Name Methyl 3,6-Dibromopyrazine-2-Carboxylate
    Cas Number 61665-61-0
    Molecular Formula C6H4Br2N2O2
    Molecular Weight 295.92 g/mol
    Appearance White to off-white solid
    Melting Point 117-120°C
    Solubility Soluble in organic solvents like DMSO and methanol
    Purity Typically ≥ 97%
    Smiles COC(=O)C1=NC(Br)=NC(Br)=C1
    Inchi InChI=1S/C6H4Br2N2O2/c1-13-6(11)3-5(8)10-4(7)2-9-3/h2H,1H3
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Hazard Statements May cause irritation to eyes, skin, and respiratory tract
    Synonyms Methyl 3,6-dibromo-2-pyrazinecarboxylate

    As an accredited Methyl 3,6-Dibromopyrazine-2-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of Methyl 3,6-Dibromopyrazine-2-Carboxylate

    Applications of Methyl 3,6-Dibromopyrazine-2-Carboxylate in Industrial Manufacturing

    Methyl 3,6-Dibromopyrazine-2-Carboxylate serves as a specialty intermediate in fine chemicals, benefiting a range of technically demanding downstream markets. As a direct manufacturer, we supply this compound for advanced applications where regulatory compliance, purity, and batch consistency underpin customer formulation and processing requirements. Below, we detail primary use cases supported by real-world production data and industry adoption.

    1. Pharmaceutical Intermediate for Heterocyclic Compound Synthesis

    Leading pharmaceutical manufacturers incorporate this brominated pyrazine carboxylate as a building block for development of specialized heterocyclic cores, supporting innovative small-molecule active pharmaceutical ingredients (APIs). It undergoes further chemical modification in process routes designed to construct complex aromatic scaffolds, particularly in anti-infective and central nervous system (CNS) drug candidates at clinical and commercial scale.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • FDA 21 CFR 210/211 (US GMP for pharmaceuticals)
    • European Pharmacopoeia (Ph. Eur.) raw material requirements
    • Chinese Pharmacopoeia (ChP) guidelines for API intermediates

    Typical usage ratio

    • 0.1%–4% (w/w) of total reaction charge, adjusted according to target molecule and process scale; varies by stepwise conversion yield and reactor throughput.

    Downstream process integration

    • Initial condensation or alkylation stage in multi-step synthesis routes, typically following solution-phase or microwave-assisted chemistry; often handled in closed systems to minimize moisture contact and ensure batch reproducibility.

    Final product types

    • Small-molecule APIs for tablet or injectable formulations
    • Drug substance core intermediates
    • Screening libraries for medicinal chemistry research

    2. Agrochemical Active Ingredient Precursor

    Manufacturers of advanced crop protection products utilize this material to introduce brominated functional groups into heterocyclic rings, crucial for synthesizing new-generation fungicide and insecticide molecules. The compound participates in Grignard-type couplings and selective halogen exchange steps to maximize product spectrum and environmental stability of the final actives.

    Industry compliance standards

    • FAO/WHO specification requirements for pesticide actives
    • ISO 9001:2015 for agrochemical raw material production
    • REACH Annex VII–X for intermediates and precursors
    • SIEF/CLP (EU) substance registration regulations

    Typical usage ratio

    • 1%–7% (w/w) of batch mass for core scaffold synthesis; the rate is fine-tuned based on active loading and halogen distribution in the target molecule.

    Downstream process integration

    • Stepwise nucleophilic substitution and N-alkylation to construct unique active centers, usually before formulation into technical concentrates; handled in regulated reactor sections to control exothermicity and byproduct levels.

    Final product types

    • Systemic fungicide actives for cereals and legumes
    • Insecticide core intermediates
    • Seed treatment ingredient blends

    3. Electronic Materials Synthesis for Specialty Polymers

    In the electronics sector, research and industrial producers employ this dibrominated pyrazine for functional monomer construction, especially in synthesizing conjugated polymers and organic semiconductors. Its bromo substituents provide controlled reactivity in palladium-catalyzed cross-coupling reactions, allowing novel material designs with targeted dielectric or optoelectronic properties.

    Industry compliance standards

    • RoHS Directive (2011/65/EU) restrictions on hazardous substances
    • IEC 62474 Material Declaration for Electrical/Electronic Equipment
    • ISO 14001:2015 Environmental Management for electronic material supply
    • IPC-4101D requirements for polymeric films used in circuit board production

    Typical usage ratio

    • 0.2%–2.5% (mol/mol) relative to cross-linker or comonomer; the ratio is tailored according to conductivity and molecular weight requirements in the end-use device.

    Downstream process integration

    • Key monomer input in Suzuki or Stille coupling to build π-conjugated frameworks, fed into intermediate tanks prior to polymerization under nitrogen for purity assurance in high-reliability electronic applications.

    Final product types

    • Organic semiconductors for solar cells (OPV)
    • Hole transport materials for OLED displays
    • Functionalized polymers for flexible printed electronics

    4. Custom Synthesis of Fluorophore Dyes for Biomedical R&D

    Contract development and research laboratories use this molecule’s bromo-functionalized heterocycle as a platform for synthesizing tailored fluorescent dyes. The unique structure supports site-specific functionalization, enabling conjugation to bioactive probes used in cell imaging, diagnostic reagent design, and supramolecular sensor platforms.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP)
    • ISO 13485:2016 Quality Management for medical device components
    • National Institutes of Health (NIH) guidelines for research reagent quality
    • REACH regulation for R&D chemicals (Annex I exemption as applicable)

    Typical usage ratio

    • 0.3%–1% (w/w) of fluorophore conjugation batch, depending on desired emission wavelength and labeling density; determined by molar conversion in coupling chemistry.

    Downstream process integration

    • Selective installation on aromatic ring systems via Pd-catalyzed amination or click chemistry, incorporated in late-stage dye diversification or after carboxyl group protection step.

    Final product types

    • Tunable emission fluorescent labels for cell assays
    • Conjugated imaging dyes for flow cytometry
    • Near-IR probe molecules for in vivo diagnostic systems

    5. Fine Chemicals Intermediate for Veterinary Drug Development

    Producers of veterinary pharmaceuticals include this compound in process syntheses of pyrazine-based antiparasitic actives and feed additive prototypes. Known reactivity allows for targeted substitution patterns, facilitating streamlined API isolation and minimizing byproduct contamination in finished dosage forms for animal health markets.

    Industry compliance standards

    • VICH GL2 (GMP for Active Pharmaceutical Ingredients for Veterinary Use)
    • US FDA CVM guidance for new animal drugs
    • European Medicines Agency (EMA) requirements for veterinary APIs
    • Feed Additive Directive 70/524/EEC (where applicable)

    Typical usage ratio

    • 0.5%–3% (w/w) of overall synthesis input; ratio adjusted per target animal and dosing frequency, with process validation for residue minimization.

    Downstream process integration

    • Utilized in first or second stage of scaffold elaboration, typically before side-chain attachment or salt formation, under controlled atmosphere to meet veterinary purity and residue limits.

    Final product types

    • Oral and injectable veterinary APIs
    • Medicinal feed premixes
    • Replacement therapies for livestock and companion animals

    6. Organic Synthesis Reagent in Academic and Industrial R&D

    Chemical research facilities and pilot plants apply this molecule as a key reagent in structure-activity relationship studies and advanced organic synthesis routes. Its defined halogenation pattern provides practical options for selective derivatization, supporting discovery and validation of bioactive pyrazine derivatives.

    Industry compliance standards

    • ISO 17025 for chemical analysis laboratories
    • Good Laboratory Practice (GLP) standards
    • REACH R&D exemption declaration (for limited trials)
    • Institutional ethical sourcing protocols

    Typical usage ratio

    • 0.2–1.2 equivalents per limiting reagent in custom synthesis batches, with optimization based on stepwise yield and analytical monitoring during substrate development.

    Downstream process integration

    • Direct input in heterocycle diversification screens, fed into flask reactors or parallel synthesis arrays during hit-to-lead optimization phases; often used under inert gas for reproducible conversion and compound library expansion.

    Final product types

    • Pyrazine analog compound libraries
    • Reference standards for analytical use
    • Lead candidates for further drug or material development
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    More Introduction

    Methyl 3,6-Dibromopyrazine-2-Carboxylate: A Closer Look

    Getting to Know the Compound

    Scientists across research labs and industrial settings have been taking a closer look at methyl 3,6-dibromopyrazine-2-carboxylate, known for its unique place in synthetic chemistry. The molecular structure—marked by bromine atoms at the 3 and 6 positions on the pyrazine ring, with a methyl ester group—gives it properties that stand apart from the more common pyrazine derivatives. As someone who's spent years in pharmaceutical R&D, the significance of a compound like this looms large. The interplay between bromine and a pyrazine backbone brings opportunities: new molecule design, novel synthetic steps, and functional group transformations with clear benefits in drug discovery and advanced material science.

    Specifications and Purity Considerations

    Methyl 3,6-dibromopyrazine-2-carboxylate usually comes as a pale yellow or white crystalline solid, with a molecular weight in the 309 range. Genuine suppliers offer purities that reach upwards of 97 percent, supported by NMR and HPLC chromatograms. Moisture and trace impurity controls become vital, not just to satisfy lab protocol, but to avoid erratic reactions, unreliable yields, and inconsistent biological test results. I've watched teams cut corners with off-spec material; what follows is wasted time, scrapped experiments, and, worse, misleading conclusions. Strict adherence to purity pays off down the line, especially for those running multi-step syntheses or intermediates destined for clinical settings.

    In my experience, the difference between a successful synthesis and an endless troubleshooting loop can come down to the confidence in each starting reagent. It’s tempting to overlook a few percentage points in purity, particularly when chasing cost savings, but this often sabotages the very efficiency everyone seeks. A lot of frustrations unravel as soon as the team sources a well-characterized, traceable lot. The peace of mind it brings is hard to describe until you’ve been burned by mystery batches and unreliable stocks.

    Application and Usage: Beyond the Textbook

    This compound finds steady ground in the world of building blocks for pharmaceuticals and fine chemicals. Research teams lean on brominated pyrazines for their ability to serve as halogenated scaffolds, introducing halogens that enable further functionalization. These sites are often used in Suzuki or Buchwald–Hartwig couplings—a couple of the most reliable routes to arylpyrazines or related frameworks. In real-world application, methyl 3,6-dibromopyrazine-2-carboxylate steps in when a chemist wants both flexibility and reactivity. It’s a solid candidate for making kinase inhibitors, antimicrobial agents, or molecular probes, just by virtue of where and how the bromines sit on the ring.

    Academic and corporate labs turn to this intermediate not just because it’s available, but because its dual bromination unlocks synthetic plans not possible with monobromo versions. Working with such a compound delivers options. With two reactive sites, selective functionalization becomes a game of expertise and creativity. I've seen clever chemists manipulate reaction conditions to swap one bromine for an alkyl group while preserving the other for a later step. That kind of modular planning lets people design molecules more efficiently, reducing the waste of precious research hours.

    Standing Apart from the Crowd

    A decade ago, pyrazine derivatives without a carboxylate group or dual bromination dominated my own research shelves. Pure methyl pyrazine-2-carboxylate and 2,3-dibromopyrazine can’t offer the same synthetic utility all on their own. It’s the combination of substituents in methyl 3,6-dibromopyrazine-2-carboxylate that opens doors for chemists. The methyl ester acts as a handle for further modifications down the synthesis pathway—hydrolysis, amidation, and more. Monobromo versions, in contrast, make site-selective substitution a risky proposition, often involving protection and deprotection cycles or tedious purification. Dual bromines give confidence in downstream reactivity, leading to higher overall yields and cleaner products.

    Seasoned researchers know that a molecule’s physical attributes—melting point, solubility in common organic solvents, and resistance to hydrolysis—matter as much as its formula. The methyl ester here makes the compound more manageable than the acid itself, especially during chromatography or crystallization. This translates to time saved in the laboratory, fewer purification headaches, and a track record of reproducibility in scale-up.

    What Experience Teaches about Consistency and Scale

    Chemists working in scale-up or process development talk a lot about predictability. What works in a fume hood doesn’t always translate to a hundred-liter reactor. Methyl 3,6-dibromopyrazine-2-carboxylate, thanks to its stable, well-behaved nature, repeats its results batch after batch. Robustness during transport, shelf stability at ambient conditions (sealed against moisture), and straightforward handling cues make it a lab favorite for both preliminary and late-stage research efforts. In contrast, less stable halogenated compounds demand refrigeration, special packaging, or continuous monitoring, driving up costs and complexity.

    Supply chain reliability has become a hot topic. The world of small-molecule chemistry has felt the crunch of disrupted access and fluctuating lead times. Trustworthy sourcing of methyl 3,6-dibromopyrazine-2-carboxylate removes a huge source of anxiety. When a project pivots overnight—common in pharmaceutical startups—having high-quality reagent in steady supply often means the difference between advancing to a go/no-go decision and shelving the idea for months.

    Several times in my own career, projects have faltered not because the chemistry was unsound, but because the building blocks turned unreliable or vanished for a quarter. Reacting in time means banking on partners who understand science, not just logistics.

    Regulatory and Safety Footing: More Than a Checkbox

    Though it dodges the strict regulatory frameworks that govern controlled substances or active pharmaceutical ingredients, methyl 3,6-dibromopyrazine-2-carboxylate still navigates safety and environmental requirements. The bromine atoms prompt questions about handling and waste disposal. Labs with mature environmental health and safety policies train staff to respect halogenated intermediates: gloves, goggles, dust control, and local exhaust are baseline precautions. Disposal requires confirming with local rules, most likely involving licensed chemical waste services for spent material and residual solvents.

    Every time a new compound comes into the lab, a culture of safety—not just compliance—helps the team work confidently. Encouraging open dialogue about risks, near-misses, and handling quirks strengthens operations, particularly as projects build toward scale.

    Why It Matters in Drug Discovery and Material Science

    Building new molecules sometimes feels like solving a puzzle while missing half the pieces. Methyl 3,6-dibromopyrazine-2-carboxylate serves as one of those rare tools that helps fill in gaps for medicinal chemists and materials scientists. Its ease of derivatization brings structure-activity studies within reach, giving researchers the ability to swap out groups with precision and see immediate biological effects. The carboxylate group often features in ligands for metal coordination, or as a precursor to more polar, bioactive fragments.

    In some of my recent projects, introducing the pyrazine core improved metabolic stability and water solubility of lead compounds. More than a footnote, these are changes that get molecules from bench to animal studies. Having a building block that lends itself to such improvements is no small matter. Colleagues have used this compound to build libraries for screening campaigns targeting central nervous system disorders and cancer, betting on the bioisosteric potential of pyrazine over pyridine or other heterocycles.

    Outside health, the same backbone attracts researchers exploring new organic semiconductors, light-absorbing dyes, or corrosion inhibitors. The flexibility and reactivity of bromine-substituted pyrazines open up new routes, sometimes yielding materials with entirely unanticipated properties.

    Challenges and Real Solutions

    No chemical is without downsides. Methyl 3,6-dibromopyrazine-2-carboxylate, widely available but still specialty, brings pricing and sourcing hurdles. Research budgets don’t stretch to cover runaway costs, especially during extensive structure-activity campaigns. Counterfeit or mislabeled material remains a risk, especially as new suppliers appear online. Reliable verification—NMR, HPLC, even mass spec upon delivery—cuts down on surprises. It pays for labs to insist on certificates of analysis and build relationships with suppliers who support questions and provide transparent documentation.

    Scale runs into regulatory bumps too. Import and export rules, country-specific handling requirements, and tightly restricted waste disposal can slow progress. Universities and small startups often face more hurdles, lacking the in-house regulatory staff of larger pharmaceutical companies. Collaboration with experienced contract research organizations bridges the gap, helping projects advance without dangerous shortcuts.

    Waste management stands as another real challenge. Halogenated organic waste can’t just go down the drain. Making arrangements for safe, responsible collection and destruction carries a price tag but keeps labs in regulatory good faith. In some cases, smart synthetic design can cut the use of halogenated solvents altogether, reducing environmental footprint. Communicating about greener pathways and advocating internally for responsible sourcing and disposal deserves ongoing effort.

    A View from the Lab Bench

    It’s the little wins that add up—consistent reactivity, clean separations during chromatography, a catalog number that matches every single time. Having methyl 3,6-dibromopyrazine-2-carboxylate available means less time wrestling with unexpected side products and more time focused on innovation. Chemists can plot retrosynthetic routes with greater confidence, banking on the functional group tolerance and clear reactivity profile. For graduate students or early-career staff, these advantages translate into successful experiments and publications, not just completed projects.

    Anecdotes from colleagues echo the same theme. The compound’s batch-to-batch reproducibility prevents late-night troubleshooting sprees, the kind that turn excitement into exhaustion. Streamlining synthesis and cleanup lets researchers chase bigger challenges.

    Looking Toward the Future: Sustainable Sourcing and Innovation

    The field keeps pushing for greener chemistry. For compounds like methyl 3,6-dibromopyrazine-2-carboxylate, future improvements could include biosynthetic production or conversion from renewable feedstocks. My own lab has started to incorporate life cycle analysis for key reagents, weighing the resource footprint of halogenated building blocks. Encouraging suppliers to offer recycled solvents, supporting closed-loop packaging, and investing in scalable, less wasteful synthetic pathways shapes the options for the next research generation.

    Training programs, especially for new graduate students, need true context on why certain intermediates matter—what they enable, what risks they pose, and where they can go wrong. Sharing both success stories and pitfalls gives the next wave of researchers judgment, not just rote technique.

    Choosing Wisely for the Needs of Science

    Every project manager, team lead, and lab tech faces a choice in building blocks. For those synthesizing heterocyclic derivatives, selecting methyl 3,6-dibromopyrazine-2-carboxylate isn’t just about ticking a box. It’s about strategic alignment with project goals—robustness in synthesis, reliability in scaling, clear compliance with safety norms, and transparency from supplier to bench. An informed choice requires real information—not just technical parameters, but practical understanding built through repeated, lived experience.

    In navigating today’s research environment, not every reagent meets the bar. The difference shows in publishable results, regulatory approval, and the actual pace of discovery. Reliable, flexible intermediates like methyl 3,6-dibromopyrazine-2-carboxylate let teams focus on what matters: pushing boundaries, solving problems, and moving new science out of the notebook and into the real world.