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5-Bromo-1H-Pyrimidin-4-One

    • Product Name 5-Bromo-1H-Pyrimidin-4-One
    • Alias 4-Hydroxy-5-bromopyrimidine
    • Einecs EINECS 244-685-3
    • 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

    827460

    Chemicalname 5-Bromo-1H-Pyrimidin-4-One
    Molecularformula C4H3BrN2O
    Molecularweight 174.99 g/mol
    Casnumber 885276-13-3
    Appearance White to off-white powder
    Meltingpoint 174-178 °C
    Solubility Slightly soluble in water, soluble in organic solvents
    Purity Typically > 98%
    Smiles C1=NC(=O)NC=C1Br
    Inchi InChI=1S/C4H3BrN2O/c5-2-1-6-4(8)7-3-2/h1,3H,(H,6,7,8)
    Storagetemperature Store at 2-8°C
    Hazardstatements May cause irritation to eyes and skin

    As an accredited 5-Bromo-1H-Pyrimidin-4-One factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 5-Bromo-1H-Pyrimidin-4-One

    Applications of 5-Bromo-1H-Pyrimidin-4-One in Industrial Manufacturing

    5-Bromo-1H-Pyrimidin-4-One serves as a precision intermediate for high-value synthesis routes in pharmaceutical APIs, crop protection chemistry, advanced materials development, and chemical research. Owing to its defined reactivity, this compound plays key roles across multiple regulated and quality-sensitive downstream industrial sectors.

    1. Pharmaceutical API Intermediate Synthesis

    Major pharmaceutical companies deploy 5-Bromo-1H-Pyrimidin-4-One as a core intermediate in the synthesis of selective kinase inhibitors, oncology APIs, and certain antiviral compounds. This molecule facilitates the introduction of pyrimidinone frameworks and bromo-led substitution patterns into highly regulated API structures. Production batches require strict adherence to impurity profiles, controlled crystalline forms, and validated analytical fingerprints. Procurement, material transfer, and batch release integrate with the regulatory demands of current Good Manufacturing Practices (cGMP) and global pharmacopoeial standards.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • 21 CFR Parts 210, 211: US FDA cGMP requirements
    • European Pharmacopoeia monograph recommendations for related substances
    • JP, USP, EP impurity and residual solvent specifications

    Typical usage ratio

    • Batch input generally 0.6–1.3 molar equivalents depending on downstream N-substitution or cross-coupling step
    • Process scaleup adjusted based on desired API yield, ranging from gram to multi-kilogram quantities

    Downstream process integration

    • Stepwise addition in protected/unprotected pyrimidine construct formation
    • Employed in Suzuki, Buchwald-Hartwig, or nucleophilic substitution stages following bromide activation
    • Filtered, assayed, then directly charged into follow-on coupling or condensation reactors

    Final product types

    • Targeted kinase inhibitor APIs
    • Pyrimidinone-based antiviral actives
    • Specialty oncology investigational compounds

    2. Crop Protection and Agrochemical Synthesis

    Crop science manufacturers use this raw material during the synthesis of heterocyclic bases in selective herbicide and fungicide molecules. The compound supports building blocks for new-generation agrochemicals with targeted activity and environmental profiling. Material control procedures require full traceability from lot-to-lot and compliance with responsible care and agrochemical use regulations. Analytical release focuses on minimal non-target contamination and full declaration of bromo-containing intermediates in regulatory dossiers.

    Industry compliance standards

    • FAO/WHO Food and Agriculture Organization and Codex Alimentarius Guidelines
    • REACH Registration, Evaluation, Authorisation and Restriction of Chemicals (EU)
    • OECD Test Guidelines for Chemical Testing
    • ISO 9001:2015 Quality Management Systems for chemical intermediates

    Typical usage ratio

    • Ratio ranges from 0.8 to 1.2 molar equivalents as a starting block for methylation, alkylation, or cross-coupling
    • Scale based on target active content, typically 100–500 kg per campaign or per product family batch

    Downstream process integration

    • Initial charge into controlled environment reactors for brominated pyrimidinone derivative formation
    • Incorporated in sequential reaction trains upstream of formulation and granulation
    • Purity verification prior to conversion to active ingredient or formulated product

    Final product types

    • Selective post-emergent herbicides
    • Contact and systemic fungicide actives
    • Seed treatment actives

    3. Electronic and Specialty Materials Manufacturing

    Chemical engineers in electronics leverage 5-Bromo-1H-Pyrimidin-4-One for laboratory-scale and pilot-scale synthesis of advanced pyrimidine-derived ligands for use in OLEDs and organic electronic materials. Its role centers on the precise placement of electron-donating and -withdrawing substituents enabling controlled photochemical properties in custom organic semiconductors. Processes adopt critical material and environmental controls to ensure reproducibility and minimal ionic contamination during device manufacturing.

    Industry compliance standards

    • RoHS Directive 2011/65/EU and amendments (hazardous substance restriction)
    • IEC 62474 (declarable substance management in electronic material supply chains)
    • Customer-specific QC protocols for trace metals and ionic residues
    • ISO/IEC 17025 accredited analytical methods for purity control

    Typical usage ratio

    • Employed in 0.1–0.5 molar equivalents for coupling with core organic electronic scaffold
    • Production scale gradually increased from milligram lab batches to up to several hundred grams for pilot OLED runs

    Downstream process integration

    • Reacted under controlled inert atmospheres for cross-coupling to form OLED emissive layer materials
    • Introduced at pre-polymerization or pre-functionalization stages for specialty coating applications
    • High-purity isolation and solvent exchange before device layer fabrication

    Final product types

    • High-efficiency OLED emitter small molecules
    • Conductive and semiconductive organic coupling agents
    • Specialty polymer additives for display and sensor films

    4. Chemical Research and Reference Compound Synthesis

    Academic and industrial research organizations rely on this compound for the preparation of analytical standards, tracer compounds, and chemical libraries targeting new heterocyclic scaffolds. Usage follows established laboratory practices and documentation as per GLP and ISO/IEC research environments. Precise batch composition, comprehensive COA support, and material provenance records remain under strict verification and review for publication, regulatory submission, or further scaleup.

    Industry compliance standards

    • GLP (Good Laboratory Practice) OECD Principles
    • ISO/IEC 17025: Testing and calibration laboratory requirements
    • Institutional internal safety data and characterization records
    • Material transfer and sample integrity procedures for analytical reference supply

    Typical usage ratio

    • Experimental scale: 0.05–0.3 mmol for standard synthesis or reference lot preparation
    • Scaled up to gram-quantities for combinatorial library construction or lead optimization studies

    Downstream process integration

    • Building block for new heterocyclic analogues by Suzuki or Stille coupling, nucleophilic substitution, or halogen exchange
    • Employed as a tracer or labeled precursor in mechanism-of-action studies
    • Output monitored by NMR, LC-MS, or HPLC for analytical traceability

    Final product types

    • Reference standards for regulatory method validation
    • Research-only lead scaffolds for pharmaceutical or material science projects
    • Custom-labeled analytic markers and controls
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    More Introduction

    5-Bromo-1H-Pyrimidin-4-One: A Closer Look at Its Role in Modern Chemistry

    In chemistry, the simplest compounds often open the door to the widest range of possibilities. Take 5-Bromo-1H-Pyrimidin-4-One as an example. There's no immediate flash or extravagance to the name, yet, in the right hands, powders like these become the backbone of processes shaping everything from pharmaceutical breakthroughs to agricultural advances. This compound, recognizable by its distinct bromine at the fifth position and that hallmark pyrimidinone core, signals both adaptability and reliability—a rare pair in synthetic chemistry.

    What Sets 5-Bromo-1H-Pyrimidin-4-One Apart?

    To appreciate what makes 5-Bromo-1H-Pyrimidin-4-One special, you have to start with its molecular foundation. Chemists eye this molecule for its fresh take on functional group placement. The bromine atom brings reactivity that transforms plain benchwork into robust research. Unlike more crowded molecules, the clean framework makes it approachable for modifications, serving as a springboard into more intricate derivatives. In hands-on laboratory sessions, I've seen the difference firsthand—subtly swapping an atom here streamlines a reaction sequence, sometimes eliminating whole steps compared to bigger, bulkier substrates.

    Specifications for 5-Bromo-1H-Pyrimidin-4-One often highlight its crystalline form, solubility in polar organic solvents, and stability under standard storage. These points aren’t just trivia—they drive productivity in labs, where unpredictability slows down discovery. Chemists need compounds that resist degradation and handle basic environmental variables without fuss. That’s where this pyrimidinone pulls ahead of the pack, particularly when stacked against similar heterocyclic options cluttered with extra substitution or weak stability.

    Real-World Uses in Laboratories and Industry

    5-Bromo-1H-Pyrimidin-4-One found steady ground in drug discovery cycles. Its chemical structure opens doors for coupling reactions, halogen exchange, and cyclization routes—reactions that frequently pop up on synthetic wish lists. Many research groups jump to it as a building block for antiviral or anticancer candidates, using its bromine group as an easy handle for further elaboration. Being involved with medicinal chemists has shown how this molecule streamlines lead generation, avoiding snarls that creep in with alternative substrates like over-substituted pyrimidines or unstable analogs. The lower risk of unwanted byproducts makes weekly yields more predictable, sparing chemists from disappointing HPLC traces.

    Beyond healthcare, this molecule pops up quietly as an intermediate for agricultural trial compounds and specialty polymers. Its basic pyrimidinone structure feels tailor-made for linking up with other aromatic rings, giving crop protection researchers a handy starting point for tuning bioactivity profiles. In materials science settings, custom polymer chains sometimes rely on structures like this for controlled solubility or mechanical improvements. Compared to overcrowded chlorinated analogs, brominated rings like those in 5-Bromo-1H-Pyrimidin-4-One often sidestep some waste issues and add versatility during scale-up.

    Understanding the Value of Clean, Reliable Starting Materials

    Experience has taught that chemistry rarely rewards cutting corners with raw materials. Trace contaminants and unpredictable purity levels cast long shadows over research schedules. 5-Bromo-1H-Pyrimidin-4-One gains respect from seasoned chemists because it consistently arrives at high purity, usually surpassing 98%. That means less time in preliminary purification and fewer headaches during sensitive reactions. If you’ve chased stuck reactions or dug through cryptic mass spectra, the value of a clean substrate can’t be overstated.

    The specifications most suppliers provide reflect what the chemists actually need—not just a nice-looking batch, but one that gives consistent melting points, delivers uniform particle sizes, and dissolves completely in common solvents like dimethyl sulfoxide or ethanol. Every batch might vary a bit (thanks to the realities of scale-up), but the inherent stability of this compound keeps those fluctuations minor compared to alternatives loaded down with more reactive groups or downright sensitive to air and light. In collaborative projects, this means you get true comparability from one experiment to the next—a difference that echoes throughout a development pipeline.

    5-Bromo-1H-Pyrimidin-4-One in Advanced Synthesis

    Ask any bench chemist: finding intermediates which “just work” with Suzuki-Miyaura couplings or nucleophilic substitutions is harder than theory suggests. Researchers often cycle through multiple candidates, settling on 5-Bromo-1H-Pyrimidin-4-One when others introduce instability or require unwieldy protection schemes. The bromine handles cross-coupling comfortably, and the imide-like oxygen at the fourth position offers another grip point for reactions. The result? Syntheses march forward instead of bogging down over avoidable rework.

    There’s another practical angle that emerges in the struggle to scale a promising small-batch reaction to pilot quantities. Compounds that survive benchtop scrutiny frequently stumble at the next stage: batches behave differently, unexpected byproducts crawl out of the mix, and cost projections balloon. 5-Bromo-1H-Pyrimidin-4-One, by holding up well through scale-up, supports a smoother path from test tube to process vessel. The logistical headaches associated with unstable or moisture-sensitive alternatives—ones that force engineers to revisit the outlines of their process just to dodge decomposition—simply don’t show up here.

    The Compound in Drug Development

    If drug discovery feels like a race against time and attrition, 5-Bromo-1H-Pyrimidin-4-One fits as a trusted member of the exploratory toolkit. Pharmaceutical R&D teams latch onto its structure to build targeted kinase inhibitors, antiviral candidates, or CNS agents. Medicinal chemists value its flexibility—quick transitions from bromine to other groups thanks to reliable cross-coupling conditions, and the proving ground pyrimidinone ring as a fragment found in a surprising range of approved drugs. The broader literature and patent landscape make it clear: its chemical motif helps populate diverse compound libraries, raising the odds of stumbling onto a clinically useful effect.

    Working alongside lead optimization teams, I’ve witnessed pivots driven by tweaks to small building blocks. Sometimes, introducing a less crowded ring or swapping out a stubborn chlorine for a more manageable bromine impacts not just the synthesis, but also downstream biological testing—solubility, metabolic profile, and selectivity can all shift. What’s more, derivatives from 5-Bromo-1H-Pyrimidin-4-One often exhibit cleaner SAR (structure-activity relationship) trends, making it easier to parse out which features matter most for activity.

    Beyond Pharmaceuticals: Materials and Agrochemical Innovation

    While pharma grabs headlines, material science and crop protection chemistry also rely on scaffolds that walk the line between reactivity and durability. Functionalized pyrimidinones, with bromine at the fifth spot, hit a sweet spot in iterative design. Polymers and specialty resins developed using this compound often look for thermal stability or tailored interaction with other organic phases. The difference compared to variants featuring chlorines or methyl groups lies in predictability—fewer issues with batch-to-batch variability and unexpected off-gassing.

    Agricultural discovery teams lean heavily on molecular fragments that play nice with a broad range of ligands and metal-catalyzed transformations. I recall case studies where 5-Bromo-1H-Pyrimidin-4-One unlocked a smooth route to herbicide precursors purely through its ability to smoothly swap the bromine handle for tailor-made groups. Researchers facing stubborn reaction conditions frequently circle back to it after tough experiences with less forgiving intermediates.

    What Makes It Different From Other Pyrimidinone Derivatives?

    A direct comparison to other pyrimidinone family members—or broader heterocycles—shows the ways small choices ripple through research projects. Substituting bromine for chlorine or fluorine, for instance, brings about subtle but meaningful changes: bromine leaves are more labile and catalytically accessible, and the reaction scope often broadens. Compounds with more substitutions at other positions risk introducing excessive steric clash, crowding out reactive sites and complicating further development. N-methyl or N-alkyl pyrimidinones might bring distinctive solubility issues that demand more time-consuming purification, which slows project momentum.

    5-Bromo-1H-Pyrimidin-4-One strikes a balance—covering enough reactivity to support complex syntheses while keeping liability for side reactions low. Peers have pointed out that the undemanding storage and transport also mean less bureaucracy and administrative work—nobody wants to chase after emergency shipments or special stabilizing reagents unless absolutely necessary. That simplicity is often underrated, until timelines get tight or project priorities shift overnight.

    Handling, Storage, and Safety

    Like most organic intermediates, 5-Bromo-1H-Pyrimidin-4-One commands the respect deserving of potentially reactive powders. Proper storage—dry, cool, and away from oversized moisture swings—preserves year-long shelf life and upholds purity for demanding endpoints. My own work with similar compounds underlines a lesson: routine handling with gloves, eye protection, and prompt capping after weigh-outs beats elaborate emergency planning any day.

    The hazards read as typical for brominated heterocycles—mild irritant at most, with no extraordinary protocols required for bench-top work. This offsets some unease I’ve run into with more volatile or biologically active precursors. The documentation, both literature and supplier-driven, stays grounded in practical precautions, reflecting the industry-wide focus on getting useful data in the safest way possible.

    Production and Sourcing: Transparency and Reliability

    Demand for 5-Bromo-1H-Pyrimidin-4-One follows the ebbs and flows of R&D cycles. Synthetic chemists and purchasing managers both keep close track of sources, since inconsistent supply chains can wreck timelines. My experience negotiating between research needs and supplier options suggests the real differentiator isn’t just cost-per-gram; it swings more on batch reproducibility, traceability to well-documented lots, and open lines of communication about shipping timelines or certificate of analysis details. Brands earning repeat business don’t just ship a white powder. They back up orders with transparent records and rapid answers when specifications need fine-tuning.

    Competing pyrimidinones, especially those with classified or export-controlled substituents, tend to stall at customs or rack up regulatory paperwork. 5-Bromo-1H-Pyrimidin-4-One avoids most bureaucratic snarls, letting shipments move freely so research stays on track.

    The Larger Picture: Sustainability, Waste, and Responsible Chemistry

    No intermediate operates in a vacuum. Research and industry face hard questions about waste streams and environmental impact. Traditional halogenated intermediates have a long, checkered history of generating persistent byproducts and runoff. My perspective, shared with environmental safety teams, is that 5-Bromo-1H-Pyrimidin-4-One acts as a modest win in the battle for greener lab practices. Its reliable, high-yield synthetic routes mean less leftover toxic reagents, and improved handling minimizes waste.

    Advances in greener routes—say, using water-based crystallization or catalysis with reduced heavy metal loading—continue to trickle into scale-up SOPs. Learning from industry shifts shows that even small performance boosts in an intermediate like this one add up fast when extended to production-scale lots. Responsible sourcing and closed-loop chemical handling further lighten the environmental load, reminding everyone in the chain that better science and stewardship fit together.

    The Road Forward: Evolving Applications and Research Focus

    As automation, machine learning, and high-throughput methods sweep into chemical research, the demand for starting materials that cooperate with new technologies only grows. Robots, sample handlers, and screening platforms don’t tolerate batch surprises or inconsistent melting points. Even established intermediates get a second look through the lens of “how well will this play with remote monitoring, microfluidics, or continuous flow reactors?” In my recent project work, having 5-Bromo-1H-Pyrimidin-4-One on hand sidestepped several unexpected pitfalls with equipment calibration, keeping chemical processes squarely in the green zone.

    Its adaptability never feels over-engineered—there’s a benefit to relying on a molecule that masters the essentials. When synthetic teams seek out new methods, it remains a go-to for rapid optimization. Collaborative efforts, both academic and industrial, return to it repeatedly during iterative sprints. My experience joining interdisciplinary teams found molecular biologists, process chemists, and analytical leads converging around shared preferences for compounds like this: those that need little explanation, carry minimal baggage, and get the job done without fuss.

    The Bottom Line: Value in Practical Chemistry

    Having worked on both early-stage discovery and late-phase optimization, the best intermediates don’t draw attention to themselves—they enable breakthroughs quietly, consistently, and without the drama that too-often derails projects. 5-Bromo-1H-Pyrimidin-4-One fits that role. It empowers researchers to focus attention on the variables that truly matter: target engagement, innovative bioactivity, resilient manufacturing, and the next big step forward.

    Comparing across similar scaffolds shows each has strengths, yet this brominated pyrimidinone keeps appearing for one reason: it supports science at the pace modern demands require. Its story isn’t told in headlines. Instead, it plays out day after day, batch after batch, helping move ideas from proposal to publication, from pilot scale to the world at large.