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5-Bromo-2-Tert-Butylpyrimidine

    • Product Name 5-Bromo-2-Tert-Butylpyrimidine
    • Alias 5-Bromo-2-tert-butylpyrimidine
    • Einecs 603-245-0
    • 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

    332740

    Product Name 5-Bromo-2-Tert-Butylpyrimidine
    Chemical Formula C8H11BrN2
    Molecular Weight 215.09
    Cas Number 80584-92-5
    Appearance White to off-white solid
    Melting Point 59-63°C
    Purity Typically ≥98%
    Solubility Soluble in organic solvents such as DMSO, DMF, and chloroform
    Storage Condition Store at room temperature, keep container tightly closed
    Synonyms 5-Bromo-2-tert-butylpyrimidine; 2-tert-butyl-5-bromopyrimidine
    Smiles CC(C)(C)c1ncc(Br)nc1
    Inchi InChI=1S/C8H11BrN2/c1-8(2,3)7-9-4-6(10)5-11-7/h4-5H,1-3H3

    As an accredited 5-Bromo-2-Tert-Butylpyrimidine 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-2-Tert-Butylpyrimidine

    Applications of 5-Bromo-2-Tert-Butylpyrimidine in Industrial Manufacturing

    5-Bromo-2-tert-butylpyrimidine finds critical roles across several advanced chemical sectors as an intermediate. We supply this material for specialized needs, integrating precise compliance, batching, and QC protocols. Below, we detail industrial application scenarios with specific technical references for compliance, ratio, process, and final products.

    1. Pharmaceutical Intermediates for Antiviral API Synthesis

    In pharmaceutical manufacturing, 5-bromo-2-tert-butylpyrimidine serves as a key building block in the synthesis of select antiviral active pharmaceutical ingredients. API manufacturers use it during nucleoside/nucleotide analog development, particularly for stepwise assembly of heterocyclic backbones. The chemical enters multi-stage synthesis pipelines via halogen exchange or palladium-catalyzed cross-coupling, providing structural specificity needed for final API bioactivity. Careful material input and process control are required to conform to international GMP and relevant monograph standards.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • US Pharmacopeia (USP) for intermediate purity
    • European Pharmacopoeia monograph matching final API
    • FDA 21 CFR Part 211 for finished pharmaceuticals

    Typical usage ratio

    • Batch input 0.8 - 1.2 mole equivalents per targeted precursor step; adjusted per API process yield and stage

    Downstream process integration

    • Introduced in early to mid-stage step of heterocycle formation
    • Functions as the halogenated precursor for coupling or alkylation reactions
    • Often purified by crystallization before further derivatization
    • Requires analytical QC (HPLC, NMR) at each synthetic stage

    Final product types

    • Antiviral nucleoside analog drugs (e.g., prodrugs, DNA chain terminators)
    • Heterocyclic pharmaceutical building blocks
    • Broad-spectrum antiviral medications
    • Research-grade intermediate stocks for pilot development

    2. Agrochemical Intermediate for Pyrimidine Herbicide Synthesis

    Agrochemical companies utilize this pyrimidine derivative for the preparation of substituted herbicide actives featuring pyrimidine cores. The compound’s bromo- and tert-butyl- groups enhance selectivity and reactivity in coupling reactions, allowing for customization of final herbicide spectrum. Integration into the process follows strict EN or national regulations governing working environments, and the material’s impurity profile must align with downstream EPA or EC requirements for agrochemical actives.

    Industry compliance standards

    • ISO 9001:2015 for agrochemical manufacturing QMS
    • OECD Principles of Good Laboratory Practice (GLP)
    • European REACH Regulation (EC) No 1907/2006
    • US EPA 40 CFR Part 158 for pesticide registration

    Typical usage ratio

    • Applied at 1.0 - 1.5 stoichiometric equivalents relative to the base pyrimidine moiety, modifiable with desired side-chain length

    Downstream process integration

    • Engages in metal-catalyzed cross-coupling (Suzuki-Miyaura, Buchwald-Hartwig) for side chain functionalization
    • Precedes formulation granulation and microencapsulation
    • Subsequent purification to agrochemical-grade specifications
    • Permanent QC monitoring for trace halide and unreacted intermediate

    Final product types

    • Pyrimidine-based systemic herbicide technical concentrates
    • Premix herbicide formulations (WP, EC, SC)
    • Granular post-emergence herbicides
    • Active ingredient stocks for export reprocessing

    3. Custom Synthesis of Electronic Material Intermediates

    Electronics materials manufacturers adopt 5-bromo-2-tert-butylpyrimidine within specialty organic synthesis projects, mainly for liquid crystal and organic semiconductors. Its highly functionalized structure supports downstream C-C and C-N coupling to assemble precise aromatic frameworks, which define molecular alignment and electrical properties in final display or transistor devices. Integration occurs in batch and semi-batch reactors under cleanroom or ISO 14644 standards, focusing on impurity control as per semiconductor guidance.

    Industry compliance standards

    • ISO 14644-1 Cleanroom Standards (for display materials)
    • IPC-4101B for electronic base materials
    • RoHS Directive 2011/65/EU for hazardous substance restriction
    • Internal material specification sheets for OLED/LC applications

    Typical usage ratio

    • Utilized at 0.95–1.05 molar equivalents per target unit, adjusted by desired linker chain and electronic property

    Downstream process integration

    • Enters as a precursor for N-alkylation or C–N/C–C cross-coupling
    • Purified via silica gel chromatography or preparative HPLC
    • Comprehensive ICP-MS quality documentation required per batch
    • Used with ultra-dry and oxygen-free protocols

    Final product types

    • Organic light-emitting diode (OLED) emitter and host materials
    • Liquid crystal intermediates
    • Photoactive organic semiconductor layers for TFTs
    • Specialty monomers for display polymers

    4. Intermediate for Specialty Dye and Optical Brightener Production

    Producers of high-performance dyes and optical brighteners implement this compound as a functionalized pyrimidine intermediate, optimizing chromophore synthesis. The tert-butyl group imparts improved solubility in organic solvents, and the bromo-functionality enables high-yield cross-coupling with aryl- and alkylamines. Precise incorporation occurs under dye grade QC procedures, with end-use dictated by EU chemical registration, global industrial textile compliance, and customer-specific product requirements.

    Industry compliance standards

    • OEKO-TEX Standard 100 Annex 6 (textile auxiliaries)
    • ISO 9001:2015 for dye manufacturing
    • REACH SVHC (Substance of Very High Concern) considerations for colorants
    • ZDHC MRSL v3.1 (for regulated dye intermediates)

    Typical usage ratio

    • Incorporated at 0.7–1.3 equivalents, depending on chromophore’s core substitution

    Downstream process integration

    • Reacted in the coupling stage for heterocyclic dye synthesis
    • Purified alongside colorant separation, typically through multistage filtration
    • Monitoring for bromo-residuals to within <50 ppm in finished dye
    • Batchwise process validated to CIE color specification

    Final product types

    • Pyrimidine-based optical brighteners (for textile, paper)
    • Special effect dyes for technical textiles
    • Aryl-substituted fluorescent whitening agents
    • Reactive dye intermediates for global export
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    More Introduction

    5-Bromo-2-Tert-Butylpyrimidine: Bringing Confidence to Chemical Synthesis

    A Practical Perspective on a Modern Pyrimidine Building Block

    Navigating the shelves of a chemical storeroom reveals a wide world of unique compounds, but not all stand out for their versatility and reliability. 5-Bromo-2-Tert-Butylpyrimidine carves out a steady spot, especially for those involved in pharmaceutical research and agrochemical development. As someone who has spent time in organic synthesis, I know the search for a trustworthy intermediate can drag on. A single bottleneck molecule, if unstable or tricky to handle, causes hours of frustration and wasted budgets. Solid, well-defined molecules like this pyrimidine derivative give essential peace of mind.

    At its core, 5-Bromo-2-Tert-Butylpyrimidine features a six-membered pyrimidine ring substituted with a bromine at the 5-position and a tert-butyl group at the 2-position. That simple arrangement determines much of its reactivity and makes it an appealing candidate for cross-coupling reactions—especially Suzuki, Stille, and Buchwald-Hartwig reactions. The 2-position tert-butyl group adds steric shielding, bringing unusual stability, yet leaves the bromine accessible for easy displacement. In chemistry, achieving the right balance between reactivity and selectivity matters, and this compound hits the sweet spot.

    Reactivity in the Real World

    Researchers value this particular structure because it holds up under conditions that other bromopyrimidines might not tolerate. Often, the biggest complaint centers on unwanted side reactions or decomposition during the crucial metal-catalyzed steps. From hands-on work, I’ve found 5-Bromo-2-Tert-Butylpyrimidine remains robust even when temperatures rise or solvents put pressure on the intermediate. That lets chemists push reactions further to maximize yield without worrying about losing material. A well-chosen starting compound clears the path for creativity, instead of forcing constant troubleshooting.

    The difference becomes clear when you look at more basic halogenated pyrimidines. Comparisons with 5-Bromopyrimidine show that the tert-butyl group fundamentally changes the playing field. Regular 5-bromopyrimidines often show promiscuous reactivity and side products. With this bulkier compound, chemists can block unwanted positions, guiding functionalization to the target site. This saves time and steps, especially in complex multi-stage syntheses. That’s a rare asset for people tackling custom library synthesis or scaling up from tiny batches to pilot-plant quantities.

    Why the Right Intermediate Can Save a Project

    Having the right intermediate in your toolkit changes the tone of project meetings. I once joined a team trying to introduce bulky side chains into a pyrimidine core for a new kinase inhibitor. Previous intermediates just couldn’t handle the burden—they’d decompose or invite side reactions right when we wanted clean coupling. With 5-Bromo-2-Tert-Butylpyrimidine, the tert-butyl served as both a blocking group and a leverage point for further transformations. We moved from worrying about cleaning up messy mixtures to focusing on creative chemistry.

    Pharmaceutical and agrochemical research cycles move quickly. Timelines for lead optimization and library development often pressure teams to deliver new candidates in tight windows. When intermediates deliver clean, reproducible results, labs minimize downtime troubleshooting and run more reactions per week. That speed feeds innovation, letting chemists compete in fast-moving markets. It also protects expensive catalyst stocks—messy side reactions eat up precious palladium or ruthenium, adding avoidable costs.

    Specification Details and the Trust Factor

    With chemicals, trust builds through clear, consistent specifications. 5-Bromo-2-Tert-Butylpyrimidine usually arrives as a crystalline powder, often showing high purity by NMR and HPLC, and displaying a well-defined melting point. Reputable suppliers back up their offering with batch analytical data, allowing buyers to check what’s inside before committing a gram to a precious reaction. This kind of transparency makes deadlines less stressful and double-checks less frequent.

    Product stability should never be underestimated, either. Unstable intermediates force labs to reconsider their standard storage conditions, but this material handles ambient storage well and travels without headaches about rapid degradation. That means fewer ruined shipments and more reliable planning, especially for teams coordinating between distant sites or tracking down rare building blocks for key programs.

    Getting Technical: Applications and Access

    5-Bromo-2-Tert-Butylpyrimidine fits into a broad collection of reactions. In cross-coupling chemistry, the bromine acts as a trigger for transition metal catalysis. The product allows for rapid creation of new carbon-nitrogen or carbon-carbon bonds at the 5-position, turning it into a launchpad for medicinal chemistry scaffolds. With modern techniques, it participates in Suzuki-Miyaura or Buchwald-Hartwig aminations that lead directly to candidate drugs or advanced agrochemical products.

    Analytical performance holds up, too. In my own lab, tracking impurities by thin-layer chromatography or liquid chromatography proved simple, as this intermediate shows distinct behavior compared to its processed products. The tert-butyl group both increases bulk and alters polarity, improving diagnostic confidence during every step. This result comes in handy when working through patent-sensitive syntheses, where any slight misstep or impurity could trigger costly reworks or invalidate results.

    Availability isn’t just about access—it’s about confidence. In the last decade, global supply chain hiccups made sourcing mission-critical chemicals harder. Speaking from experience, being able to source this compound from several trusted suppliers provides a backstop, so work doesn’t stall waiting for a third-party synthesis. Widespread use has driven quality up and costs down. Labs, especially those on limited grants or seed-stage funding, can access high-quality intermediate chemistry without burning through precious capital on single-use custom synthesis.

    How It Stacks Up Against Other Bromopyrimidines

    The world of pyrimidine chemistry teems with options. Each modification at a pyrimidine ring’s position alters its utility in nuanced but powerful ways. For example, 2,5-dibromopyrimidine brings increased multifunctionality, but less selectivity, leading to more isomers and a higher chance of unwanted byproducts. In direct comparisons, the tert-butyl group in 5-Bromo-2-Tert-Butylpyrimidine outshines competitors by delivering both a clean site for substitution and a handle for further functionalization. This precision matters when working under pressure or chasing a tricky patent space.

    I’ve seen medicinal chemists favor this intermediate in kinase inhibitor projects thanks to its masked hydrophobicity and controlled reactivity. Other brominated heterocycles enable useful reactions, but 5-Bromo-2-Tert-Butylpyrimidine’s protective bulk saves time during screening campaigns. Nobody in drug discovery wants to backtrack after realizing a chosen compound introduced too many unknowns. This product delivers that measure of predictability early in a pipeline, which makes it a solid choice for both seasoned industry chemists and graduate students stepping into their first major synthesis.

    Usage Stories from Industry and Academia

    In a university setting, budget constraints often force young researchers to hunt for value—picking intermediates that cover possible downstream routes, so nothing goes to waste. I recall a doctoral project where we screened panels of substituted pyrimidines, struggling with poor conversion on most traces. Once 5-Bromo-2-Tert-Butylpyrimidine entered as a candidate, the number of potential offshoots expanded—students could branch to new analogs or strip off the tert-butyl group as needed. Lab notebooks filled with positive results, not just failed runs, and our group’s publication record followed quickly.

    Industry settings present different pressures. Scale-up chemists must balance cost, safety, and purity. Intermediates sensitive to air or moisture usually mean added expenses in inert gas protection or specialty packaging. This compound stands up under typical process conditions, which helps keep projects under budget. Kilolab teams value this—it means less technical risk and easier handling guidelines for operators. The reduction in unplanned downtime and rework means projects stay on target.

    Sometimes, this stability carries through even to late-stage projects. I’ve followed the journey of one agrochemical candidate where process engineers swapped to 5-Bromo-2-Tert-Butylpyrimidine after earlier intermediates failed safety checks during scale-up. The tert-butyl’s improved safety profile made storage and batch handling much more comfortable for plant operators, who appreciated fewer incidents and more predictable yields.

    Supporting Innovation and Regulatory Confidence

    Beyond the research lab, regulatory agencies increasingly scrutinize every input for new drug and pesticide applications. Trace impurities from sketchy or unstable intermediates draw unwanted attention. In my experience compiling registration dossiers, being able to present hard analytical data—high purity, documented synthesis routes, and reliable performance—provides a compelling argument for downstream product safety. 5-Bromo-2-Tert-Butylpyrimidine delivers on this front, earning its keep as a compound grounded in reproducibility and traceability.

    Intellectual property teams also keep a close eye on starting materials. Broadly available intermediates present the risk of patent overlap, but the tert-butyl functionalization differentiates synthetic routes and often opens new intellectual property opportunities. Legal teams in pharmaceutical companies now routinely request alternatives and specific documentation on key intermediates. Having documentation on a stable, well-characterized compound like this one supports both freedom-to-operate arguments and regulatory filings.

    Solutions and the Path Forward

    Challenges always remain in the chemical world. Sourcing high-purity intermediates still brings anxiety, especially for new research sites or contract organizations. Continued improvements in supplier transparency, public analytical testing, and in-house verification protect research groups from unexpected snags. The broader adoption of quality standards—ISO, for instance—means more labs than ever gain access to reliable materials, shrinking the knowledge gap between well-funded organizations and resource-limited researchers. 5-Bromo-2-Tert-Butylpyrimidine benefits from this trend, standing as an example of how collaborative advancements raise the bar for everyone.

    Pricing occasionally spikes with fluctuations in raw material availability or transport constraints. Long-term supply contracts and pooled purchasing groups have helped smooth these bumps. In labs where every euro, dollar, or yen must count, researchers increasingly share tips on negotiating with vendors or arranging regional stockpiles to avoid project delays. In several large consortia, scientists pool orders and share intermediate batches, a grassroots solution that builds both social and chemical networks.

    Recycling and green chemistry also start to play a role. Teams working on sustainable process design evaluate intermediates not just for function, but also for environmental footprint. The ease of recovery and reusability of certain protective groups influences decisions at the earliest stage of route selection. In the case of 5-Bromo-2-Tert-Butylpyrimidine, the tert-butyl group’s profile reduces the formation of persistent waste, and newer research continues to look at more sustainable syntheses.

    Constructive Change from Robust Chemical Building Blocks

    Nothing stalls a promising idea quite like an unreliable building block. Through my own hands-on research, and talking with colleagues across the globe, chemical intermediates not only form the framework of molecules but also shape the speed, safety, and scope of new discoveries. 5-Bromo-2-Tert-Butylpyrimidine rises above many competitors by handing chemists dependable reactivity in a stable, predictable package. In the fast-moving worlds of drug and pesticide development, that translates into fewer late-night troubleshooting sessions, fewer failed batches, and more time for genuine innovation.

    Looking ahead, the next breakthroughs in chemical synthesis—those new medicines, materials, or crop solutions that change lives—depend on reliable, thoroughly tested tools. Small shifts in intermediate performance ripple through entire project cycles, affecting everything from safety records to final product quality. By making informed choices at the earliest stages, researchers give themselves the best foundation to create effective, safe, and timely solutions for pressing modern needs.

    Every day, research groups worldwide rely on sturdy, well-characterized intermediates to open new chapters in chemical discovery. 5-Bromo-2-Tert-Butylpyrimidine doesn’t just fill a catalog slot; it stands as a result of decades of craftsmanship, quality assurance, and creative feedback loops between suppliers and end users. With awareness of its strengths and continued attention to safe, scalable supplies, this compound will keep finding new roles in the evolving landscape of modern science.