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(5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate

    • Product Name (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate
    • Alias tert-butyl (5-bromopyrimidin-2-yl)carbamate
    • Einecs 876-572-6
    • 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

    649791

    Product Name (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate
    Cas Number 1211578-35-4
    Molecular Formula C9H12BrN3O2
    Molecular Weight 274.12
    Appearance White to off-white solid
    Purity Typically >98%
    Melting Point 86-89°C
    Solubility Soluble in DMSO, DMF; slightly soluble in water
    Smiles CC(C)(C)OC(=O)Nc1ncc(CBr)cn1
    Inchi InChI=1S/C9H12BrN3O2/c1-9(2,3)15-8(14)13-7-6(10)4-11-5-12-7/h4-5H,1-3H3,(H,13,14)
    Storage Temperature 2-8°C (refrigerator)
    Synonyms tert-Butyl (5-bromopyrimidin-2-yl)carbamate

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    More Introduction

    Introducing (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate: A Reliable Choice for Synthesis and Innovation

    The Role of (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate in Modern Chemistry

    Organic chemistry always brings new challenges and opportunities, especially in pharmaceutical development and advanced material synthesis. Among the building blocks attracting real attention is (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate. The name might trip up a newcomer, but what matters most is what this compound brings to a laboratory bench. Its pyrimidine core, functionalized with a bromine atom and protected by a tert-butyl carbamate group, opens several doors for creative transformations. Researchers aiming for novel heterocyclic compounds, kinase inhibitors, or other biologically active molecules often turn to structures like this when looking for reliability and versatility.

    Pyrimidines, as any life science veteran knows, form the backbone of many pharmaceuticals and agrichemicals. Manipulating these cores with halogens like bromine allows access to complex molecules through cross-coupling or substitution reactions. The tert-butyl carbamate group acts as a protective shield for nitrogen, making this compound far more workable in harsh reaction conditions. Comparing synthetic routes, chemists often find that such protection saves steps downstream, helping maintain sensitive functional groups and reducing the need for tedious purification.

    Specifications That Matter to Chemists

    (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate’s formula tells much about its intended use. Typically appearing as a pale solid, its physical nature helps in both handling and storage, especially in climates where humidity can cause headaches with other reagents. Purity usually reaches pharmaceutical standards, supporting its role when downstream products must meet stringent specifications.

    Its molecular structure features a brominated pyrimidine ring. That bromine at the 5-position is more than decorative; it offers an excellent handle for Suzuki, Buchwald–Hartwig, and related cross-coupling chemistry. The adjunct tert-butyl carbamate safeguards the 2-amino position, giving chemists freedom to tinker with more reactive functional groups elsewhere in the molecule. This protective group also brings a non-trivial benefit: ease of removal under relatively mild acidic conditions, which means one can unveil the amine at the right moment, avoiding premature reactions and improving yields in a synthetic sequence.

    Setting (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate Apart

    Lab professionals sometimes face a shelf’s worth of pyrimidine derivatives. What gives this product a practical edge is its dual functionality. Some competitors offer 5-bromopyrimidine derivatives without nitrogen protection; these often complicate multistep syntheses with unwanted side reactions and purification bottlenecks. Others provide protected pyrimidines missing a good cross-coupling site, limiting options in scaffold elaboration. This particular compound balances both: it blocks the most reactive nitrogen, then leaves a robust bromine atom ready for manipulation. For anyone orchestrating a complex molecule from simple feedstocks, that balance can save both time and cost on a project.

    During my years working on heterocycle libraries, the true test of a building block was always its adaptability. Just having a functional group isn’t enough; it needs to handle a variety of reagents, conditions, and coupling partners. Purists seeking unprotected amino pyrimidines often wrestle with harsh conditions, sacrificing yield and purity. Those using more inert building blocks watch as reactivity drops off. This tert-butyl carbamate-protected, brominated scaffold finds the sweet spot, letting a research chemist pursue either traditional or microwave-enabled palladium catalysis with confidence, while switching to deprotection as needed.

    Applications and Real-World Impact

    Pharmaceutical discovery rarely follows a straight path. Teams often explore dozens of derivatives before landing on a compound worth taking forward. In those early, high-throughput screening phases, (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate offers a flexible jumping-off point. Its combination of bromine and masked amine means both parts of the molecule are ready to diversify. One route could be a Suzuki cross-coupling to introduce an aryl substituent, followed by deprotection and acylation of the amine. Another approach leverages the amine for coupling, letting the bromine wait for later functionalization. Whether planning a rational synthesis or pursuing combinatorial chemistry, having access to both protected and reactive sites in a single molecule is pivotal.

    Beyond drug discovery, broader applications keep emerging. Agrochemical research often mimics pharmaceutical approaches, using small heterocycles as crop protection agents. In these projects, streamlined routes with reliable intermediates mean everything. Academic labs, too, use such versatile compounds for exploring new chemical space, designing molecules to probe biology or test new catalysts. Real-world demand grows as the value of nitrogen-rich scaffolds becomes clear in everything from advanced sensors to functional materials.

    Use Cases: From the Bench to Pilot Scale

    Imagining how (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate fits in a workflow starts with the first coupling reaction. On a small scale, chemists appreciate how it dissolves in commonly used reaction media, whether polar aprotic solvents for SNAr chemistry or the dioxane and aqueous mixtures in Suzuki couplings. The tert-butyl group does not fly off at the sign of heat, so it withstands the rigors of elevated temperatures or base. From a scale-up perspective, consistent behavior across batches encourages process chemists to move projects from grams to kilograms without major rework.

    Anyone scaling a process knows that minor impurities in early intermediates can snowball into major contaminants by the final steps. What folks find with this compound, especially when sourced from reputable suppliers, is reliable purity—even when scaling up. No one wants to chase down side products in a chromatography column late in development, so starting with a robust intermediate like this one saves more than just patience; it can shave weeks or months off a project timeline.

    Comparing to Similar Scaffolds

    Pyrimidine derivatives run the gamut from basic 2-aminopyrimidine to those crammed with various protecting groups and halogens. The challenge for chemists picking a scaffold is finding one that helps—not hinders—the next three or four transformations. The familiar 5-bromopyrimidine can introduce halogen reactivity, but the unprotected amine is notorious for engaging in unattractive side reactions, whether during alkylation, acylation, or metal-catalyzed couplings. Add a tert-butyl carbamate, and suddenly selectivity improves—the amine can wait for its turn, holding back until the synthetic flow reaches the right stage.

    Some alternatives protect the amine with benzyl groups or less common carbamates. These might survive strong acids or bases but require harsher conditions for removal, risking damage to delicate substituents introduced later. The tert-butyl carbamate group, by contrast, peels away with mild acid, like trifluoroacetic acid, sparing more sensitive functional groups. This strategic protection streamlines synthesis routines, often making the difference between a smooth project and one mired in purification and rework.

    Innovation in Synthesis Protocols

    Every chemist has felt frustration with inflexible building blocks. The right protecting group—and the correct positioning of reactive handles—can rescue a route from dead ends. One merit of (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate lies in its ability to participate in divergent synthesis. Starting from this scaffold, research teams can rapidly build libraries of related molecules. In kinase inhibitor discovery, tweaking substituents off pyrimidine rings helps shape selectivity and potency. Here, the bromine stands ready for coupling, while the carbamate-protected amine ensures that off-target reactions don’t muddy the synthetic waters.

    Process chemists, ever cautious about scale, focus on minimizing hazardous reagents and reaction steps. The tert-butyl carbamate is a friend to this goal. It resists nucleophilic attack under many workups, so unwanted deprotection remains rare until planned. This trait contributes to safer, more predictable reactions, shortening project durations and reducing environmental impact. As green chemistry gains ground in both academia and industry, intermediates like this show their value not just for their reactivity, but for their compatibility with safer, more sustainable protocols.

    The Human Side: Practical Lessons Learned

    In real labs, the path from concept to compound never follows textbook schemes. During early drug discovery projects, I watched colleagues struggle with unprotected heterocycles reacting at every tap of the test tube, forcing multiple purifications and repeated batches. Introducing a tert-butyl carbamate often fixed more headaches than anticipated. Less time spent on chromatography or re-synthesis translated into more energy for hypothesis-driven science, fewer late nights chasing elusive compounds, and a better shot at timely project delivery.

    For researchers in smaller academic teams, where resources mean everything, choosing a smart intermediate pays real dividends. Fixed budgets and limited time demand reagents that work first time, every time. The comfort that comes from a stable, well-characterized compound cannot be overstated. It reduces risk, keeps students on schedule, and lets postdocs hit ambitious targets without burning out on repetitive bench work. Many mentors recommend having a few robust scaffolds on hand, and (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate keeps earning its place in that tool kit.

    Meeting Regulatory and Quality Demands

    Working in regulated industries raises the bar. Traceability, batch-to-batch consistency, and certified purity shift from preferences to must-haves. Building blocks that reliably pass quality control checks become indispensable. The growing popularity of this compound reflects its alignment with these expectations. Labs planning downstream pharmaceutical applications gravitate toward intermediates that withstand scrutiny, simplify filings, and support rapid compliance documentation. In a sector where regulatory hurdles often slow innovation, intermediates with a track record for reliability become strategic assets.

    Another trend is the push for better data and documentation. Experienced chemists appreciate suppliers who provide detailed analytical results—NMR, HPLC, elemental analysis—up front. Products that consistently meet published benchmarks streamline both internal QA processes and external audits. Fewer surprises in documentation mean faster project milestones. (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate, with its established reputation, reassures teams looking for transparency on purity, trace impurities, or handling instructions.

    Navigating Challenges in Real Synthesis

    Even so, no reagent is perfect in every context. Some processes demand more specialized protection, or rely on even more reactive halide handle positions. Sometimes, further optimization is needed for solubility or reactivity in unusual solvent systems. Experienced chemists know that part of using an intermediate well is understanding these boundaries. Shortcomings in solubility, for instance, can be countered through careful choice of co-solvents or temperature adjustment. In large-scale operations, extra steps may be required for solvent exchange or removing byproducts after coupling and deprotection steps.

    Still, for the majority of small-molecule synthesis routines, this building block hits the right notes. By planning synthetic sequences around the strengths of both the bromine and protected amine, many projects avoid costly restarts or rerouting. Peer-reviewed publications support these strategies, documenting improvements in yields, selectivity, and process robustness. Online synthesis forums are full of firsthand stories: development teams shaving months off their Gantt charts by swapping older, less agile intermediates for this flexible option. The next generation of chemists inherit more than protocols—they inherit hard-won knowledge about which reagents carry projects forward and which slow them down.

    Broad Impacts Across R&D Sectors

    Looking broadly, (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate is a case study in how single molecules fuel progress in big-picture research. My own network spans government agencies, contract research organizations, and university labs; across all these, there’s a common refrain: fewer surprises, more progress. From candidate screening to final process optimization, a smart molecular scaffold speeds up research without compromising on quality. As artificial intelligence ramps up the pace of chemical optimization, flexible intermediates like this gain even more importance—they let data-driven teams pivot fast, saving time and cost at every decision point.

    Agile R&D environments reward those who can prototype, iterate, and scale. In drug development or new material synthesis, that agility starts with adaptable building blocks. By supporting multiple parallel routes, or allowing rapid functionalization with different partners, (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate helps innovation teams turn creative ideas into material reality. That’s the foundation for everything from COVID-19 antivirals to next-generation OLED materials.

    Moving Forward: Evolving the Chemical Toolbox

    The chemical industry thrives on fresh ideas, but progress often depends on familiar, dependable foundations. With emerging focus on both sustainable chemistry and quick-turnaround prototyping, the need for intermediates that offer both reactivity and control keeps rising. While newer protecting groups or functionalization techniques draw headlines, the tried-and-tested tert-butyl carbamate offers a combination of mild deprotection, stability, and orthogonality that’s hard to beat.

    In the coming years, the best chemical suppliers will continue raising their standards, investing in process optimization, greener manufacturing, and tighter quality control data. As researchers demand clearer supply chains and transparent sourcing, the popularity of well-documented building blocks like (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate only stands to grow. Neither chemical innovation nor regulatory rigor slow down anytime soon; those with the best starting materials will set the pace for what’s possible in the future of organic manufacture.

    Practical Solutions and Suggestions

    Some labs can squeeze every efficiency out of a building block; others may need guidance. One way to maximize the impact of (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate is to share best practices for solvent choice, deprotection timing, and purification strategies. Communities of practice, internal knowledge repositories, and shared protocol libraries can all help teams troubleshoot common issues. Collaborating with trusted suppliers—getting honest feedback about batch-to-batch variability, shelf life, shipping conditions—further strengthens project outcomes.

    A peer-driven focus on continuous improvement—iterating synthetic approaches, expanding functional group compatibility, reducing waste—helps everyone involved. New researchers entering the field can benefit from both published methods and informal wisdom: which supplier lots perform best, which reactions give the cleanest product, how to optimize for both speed and purity. Documenting successes and failures helps steer future projects, lowering costs and smoothing the path to whatever the next breakthrough molecule might be.

    Closing Thoughts: The Path from Molecule to Medicine

    Walking the line between tedious syntheses and practical innovation challenges every chemist. Products like (5-Bromopyrimidin-2-Yl)Tert-Butyl Carbamate let professionals focus on design and discovery, giving confidence that core steps in the synthesis will deliver. The difference between a molecule stuck in the lab and one ready for clinical investigation often comes down to a handful of robust, flexible reagents. In my experience, having reliable building blocks means fewer roadblocks and more creativity—a combination that keeps science moving forward.