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2-Bromo-6-Methoxypyrimidine

    • Product Name 2-Bromo-6-Methoxypyrimidine
    • Alias 2-Bromo-6-methoxypyrimidine
    • Einecs 610-161-1
    • 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

    775293

    Chemical Name 2-Bromo-6-Methoxypyrimidine
    Cas Number 181612-84-4
    Molecular Formula C5H5BrN2O
    Molecular Weight 189.01 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 48-53°C
    Purity Typically ≥98%
    Solubility Soluble in common organic solvents (e.g., DMSO, ethanol)
    Smiles COC1=CC=NC(Br)=N1
    Inchikey FPHDZAFZCKVQMC-UHFFFAOYSA-N

    As an accredited 2-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 2-Bromo-6-Methoxypyrimidine

    Applications of 2-Bromo-6-Methoxypyrimidine in Industrial Manufacturing

    2-Bromo-6-Methoxypyrimidine serves as a critical intermediate in multiple industrial sectors where precision synthesis and compliance with regulated workflows are required. Below, we provide detailed and application-specific insight into actual downstream use cases leveraging this intermediate at scale within globally standardized environments.

    1. Pharmaceutical Active Ingredient Synthesis

    Manufacturers rely on 2-Bromo-6-Methoxypyrimidine as a building block for the synthesis of pyrimidine-based APIs, particularly within anti-viral and oncology drug classes. Factories use the compound in nucleophilic substitution or Suzuki coupling reactions to construct advanced intermediates for regulated pharmaceutical pipelines. R&D and scale-up facilities optimize its inclusion to ensure batch consistency, purity profiles, and compliance with pharmacopoeial requirements for GMP products, especially where traceability and impurity control dictate success at preclinical or clinical development stages.

    Industry compliance standards

    • ICH Q7 GMP Guidelines for Active Pharmaceutical Ingredients
    • USP-NF and Ph. Eur. Monographs for Excipients and Intermediates
    • FDA 21 CFR Part 210/211 for process validation and traceability
    • REACH Annex XVII for restricted substances

    Typical usage ratio

    • Applied at 0.5–2.5 molar equivalents depending on precursor selection and yield optimization for targeted API intermediates; chemists adjust ratio based on reactivity and downstream impurity thresholds.

    Downstream process integration

    • Introduced post-heterocycle formation, prior to final API core assembly, often following lithiation or methylation sequences, then submitted to purification via crystallization or column chromatography in cGMP suites.

    Final product types

    • Nucleoside analogues for anti-viral drugs
    • Pyrimidine-based kinase inhibitors
    • Anti-cancer intermediates and finished APIs
    • Custom intermediates for rare disease treatments

    2. Agrochemical Synthesis (Herbicidal and Fungicidal Active Compounds)

    2-Bromo-6-Methoxypyrimidine plays a core role in the manufacturing of advanced agrochemical actives, especially pyrimidine-triazole and other nitrogen-containing heterocycles required in next-generation herbicides and fungicides. Downstream formulators synthesize target molecules by introducing it through selective bromo-functionalization, which allows for subsequent substitution or cyclization to deliver active ingredients that comply with regional registration dossiers. The material supports scalable process routes demanded by supply reliability and batch uniformity across industrial-scale plants in compliance with global agrochemical directives.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems for continuous improvement
    • OECD GLP for active ingredient batch certification
    • EU Regulation (EC) No. 1107/2009 on plant protection products
    • EPA FIFRA Guidelines for toxicity and registration

    Typical usage ratio

    • Typically 0.8–1.2 equivalents relative to co-reactants during heterocycle assembly in kilo-lab and production plant scales; usage depends on downstream substitution preferences and by-product minimization strategy.

    Downstream process integration

    • Material introduced as a core nitrogen source prior to triazole ring closure, followed by purification to technical-grade specifications and pre-formulation blending for suspension concentrates or emulsifiable concentrates.

    Final product types

    • Precursor intermediates for selective herbicides
    • Pyrimidine-based fungicidal actives
    • Technical-grade pesticide actives for global crop protection
    • Seed treatment compounds with improved environmental profiles

    3. Custom Electronic Chemical (Semiconductor Patterning Agents)

    Semiconductor and electronic material manufacturers utilize 2-Bromo-6-Methoxypyrimidine as an advanced intermediate to prepare high-purity organic compounds for photoresist formulations and patterning agents. The raw material enters the process chain where precise halogenation and methoxy-masking offer unique reactivity for controlling solubility, UV-response, and pattern resolution. Chemical engineers follow rigorous QC release criteria to achieve the electronic grade purity necessary for defect-free layer deposition in IC fabrication lines and ensure compatibility with next-generation lithography systems.

    Industry compliance standards

    • SEMI C3 Specification for High-Purity Organic Chemicals in Microelectronics
    • ISO 14001 for Environmental Management in production
    • RoHS Directive 2011/65/EU for hazardous substances
    • QC protocols for trace metals and particle counts (sub-ppb levels)

    Typical usage ratio

    • Feeds into patterning precursor flow at 0.1–1.0 wt% of the total organic composition; adjusted according to batch QC, lithography requirements, and downstream photoactive compound targets.

    Downstream process integration

    • Integrated into batch synthesis for arylation or coupling with diazonium salts, yielding functionalized oligomers or specialty monomers for high-performance photoresist formulations, then filtered and micro-electronic grade purified.

    Final product types

    • Positive and negative photoresists for IC and TFT-LCD manufacturing
    • Patterning resins for advanced semiconductor nodes
    • Organic semiconductors for OLED structures
    • Spin-on hardmasks

    4. Veterinary Drug Intermediate Manufacturing

    Veterinary pharmaceutical producers apply 2-Bromo-6-Methoxypyrimidine for the assembly of heterocyclic intermediates pivotal to antiparasitic and anti-infective actives. The material facilitates rapid introduction of brominated pyrimidine units into molecular scaffolds suitable for veterinary regulatory approval. Producers optimize reaction conditions under cGMP-like conditions to ensure batch-to-batch consistency and mitigate potential cross-contamination or residue carryover that could impact animal health or food safety. Product traceability and impurity controls remain core to market access and regulatory submissions in this sector.

    Industry compliance standards

    • VICH GL24 GMP for Active Pharmaceutical Ingredients
    • US FDA CVM Guidance for Industry on veterinary APIs
    • EU Regulation (EU) 2019/6 for veterinary medicinal products
    • ISO 9001 for traceability across veterinary supply chain

    Typical usage ratio

    • Used at 1.0–2.0 molar equivalents in initial coupling or halogen substitution reactions; formulation teams select precise ratio based on target scaffold, desired reactivity, and downstream biological evaluation.

    Downstream process integration

    • Charged at the pre-final heterocycle construction stage, followed by reductive amination, acylation, or amidation before purification through preparative HPLC or crystallization appropriate for veterinary API requirements.

    Final product types

    • Antiparasitic agents for livestock applications
    • Furanopyrimidine intermediates for companion animal treatments
    • Bulk intermediates for large-scale injectable veterinary actives
    • Supplement additives for medicated animal feed
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    More Introduction

    Exploring 2-Bromo-6-Methoxypyrimidine: A Key Building Block for Modern Chemistry

    A Closer Look at 2-Bromo-6-Methoxypyrimidine

    Curiosity has a way of driving progress in the world of chemistry. Sitting on the laboratory shelf, a compound like 2-Bromo-6-Methoxypyrimidine often gets overlooked, but it plays a big part in research projects across pharmaceuticals, agrochemicals, and material science. With its chemical formula C5H5BrN2O and a molar mass just over 200 grams per mole, this compound brings together a unique blend of reactivity and selectivity. Its method of binding boron and oxygen to a pyrimidine ring lets it slot right into reactions requiring electrophilic halides. Years ago, I ran across this compound in a research environment while looking for starting materials for pyrimidine-based synthesis. The smoothness with which it handled substitution reactions helped push projects forward where other reagents lagged.

    Why 2-Bromo-6-Methoxypyrimidine Holds Value in Drug Discovery

    In medicinal chemistry, the pyrimidine core provides a strong backbone for many biologically active molecules. Much of my early work in drug design relied on accessing halogenated pyrimidines. By adding a bromo substituent at the 2-position and a methoxy group at the 6-position, chemists open up options for selective coupling reactions. 2-Bromo-6-Methoxypyrimidine lets researchers introduce diversity on the ring, delivering molecules that show improved bioavailability or receptor targeting. Unlike simple pyrimidines, the bromo group encourages palladium-catalyzed cross-coupling, so it rarely stalls during Suzuki, Stille, or Buchwald-Hartwig chemistry in the hands of a skilled technician. The methoxy group modulates electron density, reducing side reactions and sometimes improving yields.

    Specifications That Matter

    Quality counts. Most labs want purity above 98% and a fine, easy-to-handle powder, pale yellow or off-white, depending on the batch. Melting point tends to land between 70 and 74 degrees Celsius. It stays stable if kept dry, so even humid conditions don’t wreck its structure over short periods. In my experience, a tight seal in a clear bottle on a regular shelf works fine — no need for ultra-cold storage or hazmat equipment just for containment. Working with suppliers, it’s smart to ask about analytical data: high-performance liquid chromatography (HPLC) profiles, nuclear magnetic resonance (NMR) spectra, and even mass spectrometry for confirming the identity and purity of every batch. Lower impurity content tightens up downstream synthesis and removes obstacles during regulatory assessments in pharmaceutical environments.

    Practical Use in the Laboratory

    Not every chemical lands a starring role in large-scale manufacturing, but 2-Bromo-6-Methoxypyrimidine finds steady use in R&D labs. I’ve measured out grams of it during late-night projects, watching as the bromo group delivers reactivity just where it’s needed. It’s often weighed straight into a flask for coupling reactions, needing only basic solvents and catalysts: toluene, DMF, even ethanol in some cases. The methoxy protection stays quiet under most standard conditions, so deprotection or demethylation isn’t needed unless someone wants to tweak the molecule further. Compared to more complicated halogenated pyrimidines, the synthesis steps don’t drag on with repeated purification or troublesome byproducts.

    Differences from Related Compounds

    Chemists debate the merits of different halogenated pyrimidines, weighing factors like toxicity, reactivity, and cost. I’ve tried alternatives like 2-Chloro-6-Methoxypyrimidine and 2-Iodo-6-Methoxypyrimidine, usually aiming for unique selectivity or faster coupling speeds. The bromo version strikes a careful balance: it’s more reactive than the chloro analog, but not so expensive or unstable as the iodo version. Chloro compounds often need more aggressive catalysts or longer reaction times. Iodo compounds offer even quicker coupling, but storage and handling sometimes offset the speed with added safety concerns and higher prices. With bromo, the work often goes smoothly even on new substrates, keeping project budgets in line.

    Developing New Pharmaceuticals and the Role of Pyrimidines

    The roots of many breakthrough medicines trace back to pyrimidine derivatives. Think of anticancer drugs, antiviral treatments, and blood pressure medicines; the pyrimidine ring shows up again and again. 2-Bromo-6-Methoxypyrimidine helps researchers expand libraries of candidate molecules. By providing a ready-made handle for substitution or cross-coupling, it accelerates exploratory synthesis runs. Over a decade of lab work, I’ve found that this compound can open doors when structure-activity-relationship (SAR) data points toward the need for bromine or methoxy modifications.

    Bringing a new drug lead from the laboratory bench to preclinical study involves hundreds of analogs and thousands of reaction trials. Having a reliable supply of versatile intermediates shortens the timeline, reduces failures, and can free scientists from troubleshooting basic chemistry steps. Working through combinatorial chemistry, I often aimed to keep the core structure unchanged while adjusting substituents for each biological screen. The methoxy group in particular, far from being cosmetic, tweaks water solubility and alters hydrogen-bonding on target proteins. Halogenation at the 2-position offers even more opportunities in fine-tuning pharmacokinetics.

    Supporting Agricultural Research

    Pyrimidines don’t just empower pharmaceutical discoveries. Agricultural research uses them as scaffolds for designing crop protection compounds. Scientists everywhere struggle with rising resistance among pathogens and pests. The search for new modes of action benefits from simple yet adaptable intermediates. Companies and university teams value 2-Bromo-6-Methoxypyrimidine for this reason. My colleagues using this compound report that the bromo substituent directs functionalization without introducing problematic residues that slow field trials or complicate environmental studies.

    Crop chemists who specialize in selective herbicides or fungicides look to pyrimidine derivatives as a platform. By swapping in different functional groups, they quickly screen for activity against new threats without spending years synthesizing each possible structure from scratch. Bromo and methoxy manipulation lets researchers change chemical behavior in the field — like uptake rates or resistance management — with less guesswork. If a prototype stumbles, the flexible pyrimidine platform means quick course corrections. Compared to longer chains or polycyclic alternatives, this core keeps things straightforward for synthesis and analysis teams.

    Beyond the Lab: Environmental and Regulatory Considerations

    People sometimes worry about halogenated organics in the environment. Over the years, lab safety protocols and government policies have tightened. I remember my early days in chemistry when chemical waste handling felt less organized. We’ve come a long way since then. 2-Bromo-6-Methoxypyrimidine itself doesn’t present dramatic environmental hazards in the quantities used for R&D, but disposal targets responsible incineration or specialized waste management rather than pouring down the drain. Compliance with local and national laws matters, especially as pressure mounts to phase out persistent toxins in manufacturing pathways.

    One lesson from working with these compounds: thorough recordkeeping prevents surprises. Documentation keeps labs in step with REACH or TSCA guidelines, and tracking full synthetic routes builds credibility when patents or regulatory approval hinge on transparency. Having a chemical intermediate that doesn’t present exotic structures or heavy metal contamination also keeps things simpler at every checkpoint.

    Addressing Common Synthesis Challenges

    Lab projects often hit snags with selectivity or reaction cleanup. The reactivity profile of 2-Bromo-6-Methoxypyrimidine avoids some usual headaches. During cross-coupling, the bromo group leaves cleanly in the presence of standard catalysts, sparing chemists from side products or decomposed material that can bog down column chromatography. If a reaction goes off course, most side reactions remain manageable by ordinary TLC or flash purification — no advanced purification tricks needed. In my own experiments, batch-to-batch reproducibility proved higher with this compound compared to related heterocyclic halides, which means less troubleshooting for junior staff.

    Evaluating Cost, Supply, and Market Position

    Budget constraints often drive decisions about which chemical intermediates find a place on lab shelves. 2-Bromo-6-Methoxypyrimidine falls in a middle price range, more affordable than rare heterocycles but not so cheap as commodity solvents. The services offering this molecule generally deliver good technical support, batch consistency, and technical documentation. During global supply hiccups, I’ve found lead times predictable and little risk of shortages even during periods of high pharmaceutical R&D spending.

    Some may ask whether substitutes bring more value per dollar spent. A close look shows that alternatives often cost more in optimization time or produce more waste. By focusing on a compound with reliable physical properties and open literature procedures, labs avoid custom syntheses, which can eat up weeks of researcher time. This accessibility lets academic and industrial teams compete on even ground rather than fighting proprietary barriers found in more exotic classes of building blocks.

    Personal Reflections: Lessons from the Bench

    My introduction to 2-Bromo-6-Methoxypyrimidine came during a summer internship. At the time, I envied colleagues working with flashier molecules, but once I watched this compound slide easily into multiple reaction schemes, my appreciation grew. Researchers didn’t fuss over storage or instability, and student chemists routinely handled batches with success on the first try — a rarity in graduate work. Staff chemists often recommended starting with this intermediate for exploratory synthesis just to speed up proof-of-concept trials. That reputation for dependability stuck with me.

    A compound’s value comes from the doors it opens and the time it saves. Years spent on repetitive purification or troubleshooting stubborn impurities add up. With 2-Bromo-6-Methoxypyrimidine, those worries rarely crop up. The knock-on effect has shaped how I stock my own research collection, steering away from trendy reagents that promise big but deliver slowly or require constant adjustment. Word-of-mouth among experienced chemists often edges out glossier data sheets in real-world decisions. Simplicity, versatility, and consistency — these features push a product from niche to necessity.

    Supporting Innovation in Process Development

    Process development teams live by cycle times, yield improvements, and scaleup risks. The straightforward structure of 2-Bromo-6-Methoxypyrimidine supports efficient scaleup. During kilo-lab runs, reaction networks built off this substrate often outpace alternatives in terms of throughput and operational stability. While high-pressure or air-sensitive steps sometimes crop up with trickier heterocycles, working from this bromo-methoxy motif keeps things on familiar ground.

    I’ve seen quality assurance teams praise its narrow melting point and stable shelf-life, both of which cut down on rejected material and wasted hours. Process engineers, who deal with equipment fouling or viscosity spikes, report low nuisance buildup with compatible solvents. These savings, spread out over a year’s worth of campaigns, deliver real gains to a research program’s bottom line.

    Academic and Educational Impact

    University coursework in heterocyclic synthesis often assigns pyrimidines for student experiments, since they bridge organic and medicinal chemistry so well. 2-Bromo-6-Methoxypyrimidine’s features — practical reactivity, stable handling, and reproducible reactions — make it a teaching favorite. Undergraduates get the satisfaction of seeing good results with their own hands. Lab instructors like the lower risk profile compared to more volatile or reactive alternatives.

    New research groups receive more funding by showing robust preliminary data. Access to this versatile intermediate shortens startup timelines and boosts proposal competitiveness. In the journals, papers describing new lead optimization campaigns frequently cite this compound as a starting material, not just for its chemistry but for the speed and reproducibility it offers new teams.

    Moving Forward: Unlocking Future Possibilities

    Chemistry keeps evolving with each breakthrough in catalysis or analytic technology. While new heterocyclic cores will always enter the field, pyrimidine scaffolds remain foundational, and 2-Bromo-6-Methoxypyrimidine continues to deliver solid, day-to-day value. The next wave of innovative research in materials science, sensors, and functional polymers still reaches for reliable building blocks that handle new reaction conditions and demands.

    Efforts to green chemical synthesis often begin by picking intermediates that minimize byproducts and welcome milder conditions. My own shift toward environmentally conscious research felt smoother with pyrimidine intermediates like this one, since milder transformations and aqueous-compatible conditions became more realistic. These tweaks help meet goals for safer chemistry and sustainability.

    Solutions for Current and Future Challenges

    Easy wins in research rarely come from reinventing the wheel; they come from putting proven materials to better use. Labs focusing on automation and high-throughput chemistry benefit from small-molecule intermediates like 2-Bromo-6-Methoxypyrimidine because routine handling, reaction reliability, and strong literature precedence keep experiments on schedule. Instrumentation platforms, automated liquid handlers, and multi-parallel batch systems all rely on robust reagents to cut failure rates and manual interventions.

    As institutions respond to increasing regulatory scrutiny and environmental expectations, the ability to trace and document synthesis with intermediates of known pedigree matters even more. Investing in transparency, from sourcing to final product, builds public trust and scientific credibility. Widespread adoption of reproducible, well-characterized building blocks also supports the open sharing of data, which benefits the whole community. Collaboration across academia, commercial suppliers, and regulatory agencies depends on this kind of reliable supply chain.

    To support the shift toward greener practices, chemists share new protocols for recycling or reusing reaction byproducts and develop milder reaction conditions for halopyrimidines. The reactivity of 2-Bromo-6-Methoxypyrimidine at moderate temperatures, and its clean leaving ability during coupling or substitution, give it an advantage when researchers design processes that cut down waste and minimize environmental footprint.

    The Takeaway: A Practical Choice for Advancing Science

    Looking out over a crowded chemistry bench, it’s easy to wonder which bottle holds the most promise for tomorrow’s breakthrough. 2-Bromo-6-Methoxypyrimidine may lack a flashy name, but it brings a unique mix of properties that save time, open new chemical spaces, and build confidence in results. For research teams pressed for time, every day saved troubleshooting reaction setups or dealing with inconsistent starting materials can be spent advancing real innovation. From experience, the compounds that offer robust, adaptable chemistry while fitting easily into safe, reproducible protocols are the ones that stick around for the long haul.

    By reducing barriers at the earliest stages of synthesis, 2-Bromo-6-Methoxypyrimidine gives both new and experienced chemists the freedom to chase unexplored ideas, tackle tougher problems, and deliver solutions that matter — whether in pharmaceuticals, crop science, or new materials. Its role as a workhorse intermediate comes not from flashy innovations, but from decades of proven results on laboratory benches around the world.