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4-Bromo-6-Methoxypyrimidine

    • Product Name 4-Bromo-6-Methoxypyrimidine
    • Alias 4-Bromo-6-methoxypyrimidin
    • Einecs 610-501-4
    • 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
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    Specifications

    HS Code

    454040

    Chemical Name 4-Bromo-6-Methoxypyrimidine
    Molecular Formula C5H5BrN2O
    Molecular Weight 189.01 g/mol
    Cas Number 31727-52-9
    Appearance White to off-white solid
    Melting Point 61-65°C
    Solubility Soluble in DMSO, DMF; slightly soluble in water
    Purity Typically ≥ 98%
    Smiles COc1cc(ncn1)Br

    As an accredited 4-Bromo-6-Methoxypyrimidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 4-Bromo-6-Methoxypyrimidine

    Applications of 4-Bromo-6-Methoxypyrimidine in Industrial Manufacturing

    As a direct manufacturer of 4-Bromo-6-Methoxypyrimidine, we support multiple advanced chemical sectors with high-purity intermediates engineered for reliable downstream integration. This compound enters diverse technical uses in pharmaceutical synthesis, agrochemical ingredient production, specialty fine chemicals, and the development of complex organic materials. Below is a detailed overview of real-world industrial applications and their process requirements.

    1. Pharmaceutical Active Ingredient Synthesis

    Leading pharmaceutical companies use 4-Bromo-6-Methoxypyrimidine as a key building block during the multi-stage synthesis of antiviral, anticancer, and central nervous system therapeutics. Medicinal chemists introduce it during heterocyclic coupling and halogen exchange reactions that produce core scaffolds for pyrimidine-derived drug actives. Manufacturers require our raw material in the early phase of the active ingredient route, ensuring precise bromine substitution for high selectivity and yield.

    Industry compliance standards

    • Current Good Manufacturing Practice (cGMP, 21 CFR 210/211)
    • ICH Q7: Good Manufacturing Practice for APIs
    • European Pharmacopoeia monograph 01/2022:1163 for relevant building blocks
    • USP General Chapters for organic intermediates (USP 467, 1086)

    Typical usage ratio

    • 0.8–1.2 equivalents for bromination reactions; optimized molar input set by target API structure and stepwise conversion rates

    Downstream process integration

    • Charged as the initial halogenated pyrimidine intermediate in API route under inert atmosphere, in batch or continuous reactors
    • Coupling with aminating or arylating agents by Pd/Catalyst protocol to extend aromatic core

    Final product types

    • API intermediates for kinase inhibitors
    • Antiviral pyrimidines (e.g., nucleoside analogs)
    • Central nervous system drugs (e.g., anticonvulsants, psychiatric medications)
    • Cancer therapeutic precursors

    2. Agrochemical Intermediate Preparation

    In crop protection R&D and bulk manufacturing, scientists use this pyrimidine derivative as a halogenated core for synthesizing advanced herbicide and fungicide molecules. The methoxy substitution improves the selectivity and control of downstream etherification and substitution steps. Its high-reactivity profile suits the rapid construction of active compounds for large-scale agricultural use, complying with stringent industrial purity requirements.

    Industry compliance standards

    • ISO 9001:2015 Quality Management System
    • Regulation (EC) No 1107/2009 for plant protection products
    • FAO/WHO specifications for pesticide ingredients
    • REACH registration for supply into the European Union

    Typical usage ratio

    • 0.95–1.3 equivalents in the key derivatization reactions behind active ingredient synthesis; adjusted according to batch yield and downstream halide acceptor

    Downstream process integration

    • Introduced at halogen-exchange and nucleophilic aromatic substitution steps for constructing functionalized pyrimidines
    • Reacted with alkoxy or amino reagents using catalytic or high-temperature protocols

    Final product types

    • Precursor compounds for selective herbicides
    • Intermediates for fungicides targeting cereal and fruit crops
    • Base structures for insecticide discovery pipelines
    • Building blocks for regulatory submission samples

    3. Advanced Material Science and OLED Research

    Chemical technologists in electronic materials employ 4-Bromo-6-Methoxypyrimidine during the synthesis of high-functionality aromatic ligands for organic semiconductors. Its electron-rich structure and functional group orientation make it valuable for custom ligands and surface modifiers in optoelectronic devices, especially for thermally and chemically stable compound libraries. Integration focuses on the precision construction of light-emissive cores and charge-transporting layers for OLED and display panel applications.

    Industry compliance standards

    • RoHS Directive (2011/65/EU) for restricted substances
    • ISO 14001:2015 Environmental Management
    • IEC 62471 for Photobiological Safety of Lamps
    • Internal QC protocols for laboratory-grade purity (≥99%)

    Typical usage ratio

    • 0.5–1.5 molar equivalents in cross-coupling or ligand-functionalization reactions; adjusted per electronic device layout and substrate reactivity

    Downstream process integration

    • Loaded into Suzuki, Stille, or Buchwald–Hartwig coupling steps to attach functionalized pyrimidine units onto larger aromatic backbones
    • Processed as a core unit in combinatorial chemistry platforms for small-batch synthesis

    Final product types

    • OLED emitters and charge-transport materials
    • Hole-blocking layers and matrix materials for display panels
    • Photoactive dye precursors
    • Electronic sensor probe candidates

    4. Fine Chemicals & Specialty Compound Synthesis

    Mid-stream fine chemical producers utilize this compound as a specialty intermediate to construct pyrimidine-containing dyes, analytical reagents, and laboratory research chemicals. The bromine group enhances selective substitution in multi-functional product lines, and the methoxy support allows integration into highly pure, low-trace impurity compounds. Typical reactors require precise charge measurement and control of side reactions to maintain chromatographic purity and traceability.

    Industry compliance standards

    • ISO 9001:2015 management for specialty chemical systems
    • Responsible Care® program compliance for chemical handling
    • REACH standards for European market distribution
    • Hazardous Substances Data Sheet (SDS) under GHS

    Typical usage ratio

    • 1.0–1.8 equivalents per batch, depending on end target structure and selectivity of the bromine functional group

    Downstream process integration

    • Inserted as a core reactant early in the synthetic sequence for custom-built research molecules
    • Employed in direct halogen exchange or for further etherification in small-scale pilot production

    Final product types

    • Pyrimidine-based analytical standards
    • Specialty heterocyclic dyes
    • Trace-labeled compounds for laboratory screening
    • Reference materials for chromatography and spectroscopy calibration
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    More Introduction

    Introducing 4-Bromo-6-Methoxypyrimidine: A Commentary on Its Value and Application

    A Select Chemical for Specialized Research and Synthesis

    The landscape of fine organic chemicals has shifted sharply within the past decade. Demands have moved beyond simple reactivity, drawing more attention to functional diversity and versatility. Within these crowded shelves, 4-Bromo-6-Methoxypyrimidine stands out. Its structure gives more than a nod to the world of advanced synthesis, especially for those keen on unlocking new scaffolds in pharmaceutical and agrochemical work.

    Understanding the Compound

    With its bromine atom on the pyrimidine ring and a methoxy group securing the sixth position, this compound’s profile is far from ordinary. At first glance, the molecular formula tells a direct story: C5H4BrN2O. Its appearance is often a pale solid, but its significance runs much deeper. The arrangement provides a valuable anchor for a range of chemical transformations, making it a popular choice among researchers pushing the limits of heterocyclic chemistry.

    Practical Usage Beyond the Textbook

    Experienced chemists know that success in the lab often depends on reliable starting materials, ones that offer strong reactivity paired with manageable handling. 4-Bromo-6-Methoxypyrimidine serves as a highly attractive building block, especially in the preparation of compounds aimed at bioactivity. The bromine atom acts as a functional handle. It invites cross-coupling reactions with palladium or copper catalysis, paving routes to new carbon–carbon and carbon–nitrogen bonds. This simple substitution can spark structural diversity for molecules that matter in early-stage drug discovery projects.

    The methoxy group’s role isn’t ornamental. It brings delicate changes to the electronic nature of the pyrimidine ring. That shift can fine-tune the outcomes of several reactions, as researchers have reported sharper selectivity and smoother yields in syntheses involving similar compounds with different substituents. In medicinal chemistry, such subtleties carry significance, often nudging new molecules closer to therapeutic potential by altering physical properties like solubility and metabolic stability.

    Comparing with the Field: Practical Differences

    Every researcher I know keeps a mental catalog of substitutions when a molecule runs out of stock or proves tricky to handle. Comparisons typically start with similar pyrimidine derivatives, either swapping the bromine for chlorine or moving the methoxy group around the aromatic ring. Differences become clear in the lab. The bromine in this structure reacts more readily in cross-couplings than its chloro counterpart, giving faster rates and higher yields under milder conditions. This translates to longer shelf-life for sensitive intermediates and less waste in repetitive syntheses.

    Other variants, such as 4-chloro-6-methoxypyrimidine, might offer certain benefits, but the increased reactivity of the bromo group brings practical advantages in tandem reactions and multi-step synthesis campaigns. Those who have spent late nights troubleshooting low conversions or stalled couplings know the advantage this can make. From my own experience, using the bromo substituent has regularly shortened development timelines, allowing ideas to move from concept to testing without so many returns to the procedural drawing board.

    Reliable Performance in Synthesis

    Any chemist who has run a Suzuki or Buchwald-Hartwig coupling can vouch for the difference the right leaving group makes. The bromo group in this compound consistently delivers. In a field where yields of a few percentage points matter, its presence isn’t just academic. It makes for stronger, more predictable performance, even in reactions involving bulky partners or sensitive functionalities. The methoxy group’s impact continues here, since it moderates reactivity, reducing the likelihood of over-reaction or decomposition under standard conditions.

    A Key Ingredient for Drug Development

    Pyrimidine derivatives surface in various areas, but their impact shakes out most clearly in drug research. Clinical candidates often originate from libraries built on heterocyclic cores, and the simplicity with which one can manipulate a compound like 4-Bromo-6-Methoxypyrimidine enables genuine exploration. Medicinal chemists piece together analogs rapidly, tweaking substitution patterns to chase down biological activity or mitigate toxicity. Without flexible intermediates, these critical early-stage projects advance much slower.

    Publications from both academia and industry have pointed to the success of similar bromo-methoxy pyrimidines as intermediates. Patents covering kinase inhibitors, antivirals, and anti-inflammatory agents frequently start with pyrimidine scaffolds modified precisely at the four and six positions. This particular compound’s signature gives a unique blend of reactivity and physical properties. In one notable study from medicinal chemistry literature, a set of 4-bromo-6-methoxypyrimidine-derived analogs displayed improved metabolic profiles compared to those using other protected or halogenated forms.

    Beyond Pharmaceuticals: Agrochemical and Material Science

    Drug development isn’t the only area benefitting from progress here. Crop protection products often share design strategies with pharmaceuticals. The same chemistry used to generate potent, selective scaffolds tends to yield better herbicides and fungicides. Reliable intermediates play a direct role in shortening discovery timelines, meaning less time from concept to field trial. For researchers working in these spaces, the difference between bromo and chloro, or between methoxy and basic hydrogen, often spells the difference between repeatable success or a frustrating series of dead ends.

    Material science occasionally borrows these motifs, particularly when exploring electronic or optical properties. Pyrimidine rings with strong leaving groups and electron-donating substituents become useful building blocks for non-linear optical materials, organic semiconductors, or even specialty dyes. Lab notes and published reports point to improved fabrication success rates when reliable starting materials are chosen, something 4-Bromo-6-Methoxypyrimidine clearly offers.

    Availability, Handling, and Storage

    Researchers seeking to streamline their workflows pay close attention to both purity and availability. Most suppliers offer 4-Bromo-6-Methoxypyrimidine at high purity, often above 97%, ensuring that side products rarely complicate analysis or purification in downstream steps. Its solid-state stability means ordinary storage—away from excessive light, moisture, or high temperatures—preserves both yield and reactivity. From personal experience, batches stored under inert gas can last years without notable degradation, provided containers remain sealed and uncontaminated.

    As with many halogenated heterocycles, direct skin contact or inhalation of dust must be avoided. Standard lab protocols, including gloves, exhaust ventilation, and suitable waste treatment, handle these risks effectively. While not a frontline hazard like some organometallics or energetic materials, it still pays to respect its reactivity, especially on larger synthesis scales.

    Regulatory and Supply Considerations

    Modern research doesn’t run in a vacuum. Supply chains have seen their share of interruptions recently, spotlighting the need for molecules with broad supplier bases and flexible production processes. Most chemical distributors can keep up with moderate laboratory demand, even supporting multi-kilogram runs for scale-up or pilot projects. While not subject to intense regulation in most jurisdictions, due diligence around record-keeping and disposal remains best practice, as regulations catch up with evolving synthetic uses.

    Waste minimization is another driver for choosing well-characterized intermediates. Using compounds such as 4-Bromo-6-Methoxypyrimidine, which boasts clean conversion profiles and limits byproduct formation, supports both lab efficiency and broader environmental goals. Labs with green chemistry targets often favor such starting materials because simple workups reduce solvent use and downstream purification steps.

    Continuous Improvements and Ongoing Research

    Chemistry relies on iteration. Even with established intermediates like this, the field moves forward. Recent studies describe milder, more selective conditions for coupling reactions, unlocking new substitution patterns or tackling late-stage functionalization with less material or lower environmental footprint. Method development teams have turned to 4-Bromo-6-Methoxypyrimidine as both a testing ground and a reliable benchmark. Its moderate melting point and predictable reaction outcomes let researchers focus on refining their protocols instead of troubleshooting starting material quality issues.

    My own time in process research revealed the value of starting with a robust, well-understood substrate. Runs based on ambiguous or poorly characterized intermediates rarely led to publishable results outside seasoned expert hands. Compounds like 4-Bromo-6-Methoxypyrimidine offer a rare mix of accessibility and reactivity, making process optimization less of a guessing game and more of a scientific conversation.

    Bridging Academic and Industrial Needs

    Academic groups benefit from intermediates that let new students ramp up quickly and complete their projects on time. Industry teams value reproducibility and reliability when deadlines and cost pressures run high. 4-Bromo-6-Methoxypyrimidine finds a supporter in both camps. Conversations with colleagues in biotech emphasize the relief that comes from a substrate that doesn’t require babysitting or special permission to handle. In university labs, its straightforward reactivity means even undergraduates can set up demanding couplings after a proper safety briefing, pushing their skills further with less stress.

    The product’s strong documentation, frequent literature references, and widespread use mean troubleshooting advice and optimization strategies are never more than a quick database search away. This sense of community knowledge sharply reduces the number of abandoned projects or wasted grant funds. In my experience, few starting materials combine broad accessibility with such tangible synthetic value.

    Supporting Innovation and Collaboration

    As research becomes more interdisciplinary, flexibility separates the merely useful from the truly impactful intermediates. Synthetic chemists, biologists, and engineers increasingly collaborate on projects that span everything from enzyme inhibitors to smart materials. 4-Bromo-6-Methoxypyrimidine, by virtue of its chemical structure and reactivity, plays a role in many of these conversations.

    It supports rapid prototyping, letting researchers try new substitution patterns or test fresh hypotheses. The difference this makes? More new ideas enter the pipeline and fewer promising leads get left behind due to bottlenecks in chemical synthesis. Students grow into experts by working with intermediates that provide leeway for experimentation but still demand careful technique—a perfect balance for educational labs or early-stage research teams.

    Future Directions and Challenges

    Limits always exist, and one cannot claim this compound solves every synthetic challenge. Chemists still report issues in highly complex, late-stage reactions where multiple reactive sites can cause unanticipated cross reactivity. Some scale-up processes call for additional optimization, and working with brominated aromatics poses well-recognized safety and environmental questions at larger volumes.

    Solutions require teamwork—chemists, environmental specialists, safety officers—and a willingness to adapt classical procedures. Efforts are underway to develop greener variants for halogenation and to upgrade work-up conditions, such as switching to aqueous extractions or solid-phase purifications. Sustainable chemistry is not just a buzzword but a necessity as research transitions from bench scale to pilot or commercial production. When starting with clean, reliable intermediates, the path gets smoother for everyone involved.

    Reflecting on Significance

    Looking back on projects that succeeded or failed, reliable building blocks rank high among what separates workable ideas from abandoned ones. 4-Bromo-6-Methoxypyrimidine made a noticeable difference in both academic and industry settings I’ve known. Whether in the hands of a solo doctoral student hunting for a thesis result or a team scaling a promising drug candidate, this compound turns out to be more than another reagent catalog entry.

    Rarely does a chemical intermediate offer such a strong mix of reactivity, reliability, and widespread acceptance by the research community. The lessons drawn from repeated successful syntheses, documented examples in the literature, and my own direct experience all point to one conclusion: compounds like this don’t just solve problems, they set the stage for new discoveries.