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(5-Bromopyrimidin-2-Yl)Acetic Acid

    • Product Name (5-Bromopyrimidin-2-Yl)Acetic Acid
    • Alias (5-Bromopyrimidin-2-yl)glycine
    • Einecs 827-492-5
    • 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

    144107

    Product Name (5-Bromopyrimidin-2-yl)acetic acid
    Cas Number 912773-76-1
    Molecular Formula C6H5BrN2O2
    Molecular Weight 217.02 g/mol
    Appearance White to off-white powder
    Melting Point 169-173°C
    Solubility Soluble in DMSO, slightly soluble in water
    Purity Typically ≥98%
    Smiles C1=NC=NC(=C1Br)CC(=O)O
    Inchi InChI=1S/C6H5BrN2O2/c7-5-2-8-4-9-6(5)3-1-10/h2,4H,1,3H2,(H,10,11)

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    More Introduction

    Exploring the Value of (5-Bromopyrimidin-2-Yl)Acetic Acid for Modern Laboratories

    A Chemical With a Purpose

    Every time I walk into a research lab, I expect to see shelves lined with routine reagents. Still, it’s the unique ones—like (5-Bromopyrimidin-2-Yl)Acetic Acid—that quietly fuel real discovery. It stands out to anyone serious about organic synthesis, pharmaceutical exploration, or small-molecule design. In the landscape of specialty chemicals, this isn’t some generic building block. Researchers value it for a reason: it opens doors to chemistry you just can’t reach with common acids. The bromine atom paired with the pyrimidine nucleus creates a launchpad for countless modifications, something textbook acetic acid could never do. Scientific progress often hinges on tipping points, and this compound regularly plays a role in that journey.

    Why This Compound Matters in Research

    What sets (5-Bromopyrimidin-2-Yl)Acetic Acid apart has everything to do with structure and reactivity. The core pyrimidine ring brings a platform that medicinal chemists love—pyrimidines show up in everything from vitamins to experimental cancer drugs. The extra touch comes from the bromine sitting at the five position. That’s no accident. Brominated aromatics bring precision to cross-coupling reactions. Reed from the life sciences side will tell you: small modifications like these can dramatically sharpen a drug’s target selectivity.

    The acid group, meanwhile, makes derivatization practical. You’re not stuck with a recalcitrant molecule—you’ve got a functional handle. Carboxylic acids let you produce esters, amides, and more, usually with routine coupling reagents and conditions. Every organic chemist I know loves having extra points of molecular leverage.

    I once spent weeks tracking down a decent source of a related bromopyrimidine. The story always goes the same way: the common chemicals can only take you so far in synthesis. Intricate scaffolds—found in proprietary drug libraries or agricultural screening sets—demand tools like this compound. You just can’t improvise with the basics. The specificity here matters when you want meaningful biological activity and reliable physical properties.

    Structural Details: What Sets It Apart

    Structurally, this molecule blends a pyrimidine ring substituted at two locations: an acetic acid chain fastened to C2, and a bromine tucked onto C5. In my experience, those two modifications transform its chemistry. The bromine atom’s placement gives chemists an impressive head start on halogen-metal exchange, C–N bond formation, or Suzuki–Miyaura coupling. Sometimes, just having a reliable single-point-of-reaction can shave weeks off a project.

    The carboxymethyl side chain isn’t just another handle. It brings polarity, solubility, and chemical access. Most simple pyrimidines lack useful reactive anchors; you wind up only able to pursue harsh or multi-step routes to get to where you need. This is something I learned the hard way early in my career—life gets easier if the starting material already anticipates your next step.

    Contrast that with building blocks like bromopyridines or plain pyrimidine derivatives. You’re either missing the acid group, or you’re battling volatility, intractable purification steps, or instability under normal reaction conditions. This compound’s unique setup has a way of skipping past those headaches.

    Use Cases in Research and Industry

    I've seen (5-Bromopyrimidin-2-Yl)Acetic Acid become indispensable in two main scenarios: as a core in drug discovery surveys and as a bridge in agricultural R&D. Drug chemists crave versatile “heteroarene acids” for SAR (structure–activity relationship) studies. Replacing the aryl bromide with a variety of amines or boronic acids using modern palladium catalysis has been a mainstay in my lab and countless others. Each subtle tweak gives rise to new analogs for biological screening.

    Crop scientists recognize its potential, too. The backbone looks a lot like components you’d find in herbicidal scaffolds. The bromine atom allows for fine-tuned selectivity, while the acid chain helps control water solubility and, by extension, environmental persistence. You don’t discover a new pesticide by mixing off-the-shelf aromatics—progress comes through exploratory chemistry exactly like this.

    Smaller-scale labs value it as an entry point for library design. Academic groups running total synthesis projects often use this acid as a pivot for chain elongation, cyclization, or late-stage diversification. I recall one project synthesizing kinase inhibitors: we’d swap groups at the bromine-laden C5, adjusting downstream metabolic stability or enzyme affinity.

    Differences Compared to Other Acetic Acids and Pyrimidine Derivatives

    It’s tempting, sometimes, to assume that acids perform similar chemistry no matter the backbone. (5-Bromopyrimidin-2-Yl)Acetic Acid disagrees. Most simple acetic acids don’t deliver the complexity or reactivity researchers need for advanced applications. Take phenylacetic acid or iodoacetic acid: they might serve in peptide coupling or act as metabolic probes, but they don’t play naturally in the heterocycle-rich world of advanced pharmaceuticals.

    This compound belongs to a category where the pyrimidine scaffold dominates biological relevance. Compared to 2,5-dibromopyrimidine, there’s only one halogen, which usually means fewer side reactions in cross-coupling and cleaner separations. Versus non-acidic bromopyrimidines, the acid function here gives you immediate access to salt formation, coupling, or phase transfer reactions. In essence, you gain flexibility and a head start on scale-up chemistry.

    Standard bromopyrimidines can be too non-polar or volatile, making separation from byproducts a chore. The presence of the acetic acid side chain greatly enhances crystallinity and stability, something that helps when storing, shipping, or simply purifying on a standard column. Over the years, I’ve seen product loss from handling unstable analogs—this one keeps you on track.

    I’ve also run analytics on batches containing related compounds. Ordinary pyrimidine acids tend to yield more byproducts in amide couplings due to overactivation or competing side reactions. Here, the C2 acid is spatially separated from the bromine, so you get better chemoselectivity. These subtle design details lead to measurable gains in yield and simplicity, which makes a big difference in a high-throughput setting.

    Molecular Specifications and Chemistry in Practice

    (5-Bromopyrimidin-2-Yl)Acetic Acid’s molecular structure tells the story: an aromatic heterocycle, a bromine’s electron-withdrawing influence, a carboxymethyl group, and a manageable molecular weight. You’re working with a small molecule—typically stable at room temperature and compatible with standard solvents and reagents. Its melting point, solubility, and chromatographic behavior line up well for preparative and analytical needs; you don’t find yourself redesigning methods every time.

    The compound performs predictably in reactions: the bromine can undergo halogen-metal exchange or transition-metal catalyzed couplings, while the acid function supports classic amide formation or esterification. I’ve monitored reactions by TLC and HPLC, watching clean conversion to product without persistent byproduct bands—a breath of fresh air compared to some less cooperative heterocycles. Having predictable reactivity lets you scale reactions up or down as needed.

    Many suppliers offer this compound in purities over 98%. Labs working on new molecular entities appreciate consistent color, minimal baseline impurities, and reproducible NMR profiles. Shipping and storage don’t bring surprises: keep it sealed, away from strong bases or acids, and it delivers for years. In downstream analytics, simple crystallization often yields a solid fit for further transformations.

    Research groups building libraries for kinase or GPCR studies find its properties convenient: just enough lipophilicity, strong hydrogen-bonding potential, and excellent chemical “handle” compatibility. The avoidance of water-sensitive or highly toxic elements pays off when testing in standard biological assays.

    Real-World Lab Experience

    I’ve run enough reactions with this compound to appreciate its reliability. On several projects, my team has used it for late-stage C–C and C–N bond formation. We typically use palladium(0) or palladium(II) sources, sometimes copper catalysis for Ullmann coupling, and see high yields with aryl boronic acids, amines, or thiols. Post-reaction workup will often be as simple as an acid–base extraction or silica gel chromatography.

    It takes skill to design a synthetic approach that saves both time and raw material. This chemical offers a leg up—not just because it’s robust, but also because it sits at that intersection between stability and reactivity. A batch I prepared over two years ago is still in perfect shape, showing no decomposition, and matches supplier certificates with every round of NMR and melting point checks.

    On the troubleshooting side, I’ve only rarely encountered incompatibilities. Usually, the acid group prevents solubility in nonpolar solvents, but dissolution in DMF or DMSO solves that quickly. The presence of the bromine can lead to some caution during metal-halogen exchange, but standard Schlenk techniques handle it comfortably.

    That’s not to say everything is always plug-and-play. On one occasion, traces of inorganic bromide demanded extra purification steps. Yet, the structural integrity held up, and purity was quick to recover—unlike some delicate heterocycles, which crumble with only minor stress.

    Supporting Innovation in Drug and Crop Discovery

    Medicinal chemists and agrochemical researchers need robust starting points for innovation. (5-Bromopyrimidin-2-Yl)Acetic Acid’s dual reactivity means researchers can build families of pyrimidine derivatives swiftly, screening for clues about activity or physical attributes. I’ve seen whole drug candidate series emerge from small tweaks to this single foundation.

    New molecules stand or fall based on small changes to molecular scaffolds. Here, the single halogen and acid handle let scientists ask questions about polarity, target affinity, and off-target effects, process safety, and metabolic fate—all in a controlled way. The structure encourages fast iteration. One colleague once said that this single acid source let them double the speed of their analog generation vs. an aldehyde-based approach they’d tried before.

    Patent filings speak to the value, too. Many recent small-molecule patent claims use related heterocyclic acids as differentiation points. A solid publication record backs it up—this compound appears in medicinal chemistry journals as a backbone for kinase inhibitors, anti-inflammatory agents, and antiviral scaffolds.

    The crop protection side echoes this trend. Optimizing for selectivity and environmental profile, R&D teams can systematically test brominated heterocycles with minimal rerouting of synthetic protocols. The result has been a new class of leads for sustainable agriculture. From plant growth regulators to selective herbicides, the chemistry here scales and adapts.

    Quality, Sourcing, and Laboratory Trust

    I’ve worked with a range of specialty chemicals, and I’ve learned to value more than a molecule’s structure. Reliable fulfillment, transparent purity records, and responsive technical support matter just as much in the daily grind of research. With (5-Bromopyrimidin-2-Yl)Acetic Acid, most major laboratory suppliers meet these standards. Documentation typically includes NMR, HPLC, and MS spectra, which align with what I see when I run my own quality checks. I tend to order in quantities matched to planned syntheses, avoiding bulk storage where possible—yet plenty of colleagues keep extra on hand, thanks to its solid shelf-life.

    Supply chain disruptions over the past few years reminded everyone about the risk of dependence on narrow portfolios. Having a reliable, accessible source of specialty heterocycles is key for business continuity. I’ve always kept at least two trusted suppliers on file, crosschecking analytical data before mixing a new batch into my research pipeline.

    Transparency and traceability influence my purchasing decisions. I routinely inspect certificates of analysis and validate identity, even when the supplier is well known. It comes down to protecting both research integrity and safety standards. Good documentation and support let me safely introduce materials into high-stakes projects.

    Meeting Modern Research Standards

    Scientific research now faces higher expectations—regulatory compliance, sustainability, and reproducibility shape every workflow. (5-Bromopyrimidin-2-Yl)Acetic Acid fits inside these frameworks due to its manageable hazards and stable performance. I still take standard personal protective measures: gloves, goggles, good ventilation, and storage separate from strong oxidizers or bases. Each batch comes with clear hazard labeling and transport protocols.

    Academic journals and industrial partners now demand complete reporting. In recent work, I documented preparation, purity checks, and downstream transformations for regulatory submission. It made validation smooth, partly thanks to clear, interpretable spectra and consistent physical characteristics. No unexpected contaminants, stable melting point, compliant labeling—these things matter when pitching research externally or moving toward commercialization.

    Potential for Broader Adoption

    Adoption grows as chemists realize the barriers it removes. Cost tends to be reasonable given the complexity and purity levels; for small-batch research, the price offsets any time spent troubleshooting with less optimized reagents. As the global push for greener, more selective reactions expands, building blocks like (5-Bromopyrimidin-2-Yl)Acetic Acid can help replace harsher traditional protocols and reduce unwanted byproducts.

    The current wave of modular drug and agrochemical design leans heavily on building blocks that supply chemoselectivity and robust handles for iteration. I’ve been in several brainstorming sessions where picking the right core backbone determined whether our project would reach publishable results—this one earned its spot by reducing route complexity and increasing both isolation yield and sequence flexibility.

    More university and startup labs are getting access as sourcing platforms broaden. This means a new cohort of researchers can cut their teeth on state-of-the-art chemistry, rather than relying on outdated or oversimplified methodologies. The next generation benefits directly from easier access and greater molecular diversity, opening pathways that older chemistries just couldn’t unlock.

    Conclusions and Solutions For Common Challenges

    Challenges still exist. One recurring obstacle is waste management—organobromine byproducts require thoughtful disposal, especially on a scale-up. Responsible laboratories train staff on bromine-containing waste handling, pairing every transformation with thorough documentation and controlled incineration or chemical neutralization as needed.

    Efficiency gains come from steady methodological refinement. For batch reactions stalling due to solubility, my team converted from conventional to microwave-assisted heating, dramatically shortening reaction times and improving solubility profiles. Careful attention to solvent choice, phase-transfer catalysts, or even minor pH adjustment has rescued more than one stalled synthesis.

    Access to up-to-date analytical support also makes a difference. I encourage any research group to work closely with an on-site or external analytical chemist. Whenever an out-of-spec batch arises, coordinated troubleshooting—NMR, MS, and HPLC—can save precious time and research budgets, allowing continued innovation instead of repeated setbacks.

    Every step forward with (5-Bromopyrimidin-2-Yl)Acetic Acid, from sourcing to scale-up, echoes the broader movement in the sciences: smarter, cleaner, and more rapid progress. I’ve trusted it in my research and seen its impact in projects that move from benchtop curiosity to promising prototype. For any lab hoping to keep pace with modern chemical and biological discovery, it’s an investment that continues to pay off, both at the bench and over the long term.