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2-Bromo-6,7-Dihydrothiazo[4,5-C]Pyridine-5(4H)-Carboxylic Acid Tert-Butyl Ester

    • Product Name 2-Bromo-6,7-Dihydrothiazo[4,5-C]Pyridine-5(4H)-Carboxylic Acid Tert-Butyl Ester
    • Alias BRD-K48991121
    • 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

    196251

    Product Name 2-Bromo-6,7-Dihydrothiazo[4,5-C]Pyridine-5(4H)-Carboxylic Acid Tert-Butyl Ester
    Molecular Formula C12H16BrNO2S
    Molecular Weight 318.23 g/mol
    Appearance White to off-white solid
    Purity Typically ≥ 95%
    Smiles CC(C)(C)OC(=O)N1C=C(C2=NCSC2C1)Br
    Storage Temperature 2-8°C
    Solubility Soluble in DMSO, slightly soluble in water
    Synonyms tert-Butyl 2-bromo-6,7-dihydrothiazolo[4,5-c]pyridine-5(4H)-carboxylate
    Hazard Statements May cause skin and eye irritation
    Usage Intermediate in organic synthesis
    Hs Code 2934.99

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    Unlocking New Possibilities with 2-Bromo-6,7-Dihydrothiazo[4,5-C]Pyridine-5(4H)-Carboxylic Acid Tert-Butyl Ester

    Modern Synthesis Demands More Than Just Raw Materials

    Anyone who’s worked in a lab, whether in pharma R&D or specialty chemicals, can recognize how crucial the right building block is for a project. Some reactions call for something a little more tailored, and these needs have pushed chemists to search outside the usual catalog of simple heterocycles or protected acids. The compound known as 2-Bromo-6,7-dihydrothiazo[4,5-c]pyridine-5(4H)-carboxylic acid tert-butyl ester carries a mouthful of a name, but beneath it, there’s real utility for researchers looking to push synthesis beyond the ordinary.

    For teams investigating new reaction pathways or designing robust routes to complex end-products, the model offered by this compound stands out. The bromo group positioned on the heteroaromatic core introduces an electrophilic center, making it a logical candidate for cross-coupling reactions and various nucleophilic substitutions. The presence of the dihydrothiazo fused to pyridine offers an interesting framework, particularly appealing to chemists chasing unique scaffolds with increased molecular diversity. This isn’t just a spare part in a long line of protected acids. It’s a functional intermediate designed to open doors for unique analogs and SAR (structure-activity relationship) studies in drug research.

    The Real-World Challenges Facing Chemists

    Modern drug and material discovery doesn’t slow down. Projects routinely pivot or take a sharp left at the planning stage, demanding new molecular tools on short notice. Here, simplicity can be both a blessing and a curse; many platforms have reached their limit with standard chemicals, forcing teams to make leaps with more advanced starting points. In my own work setting up multi-step syntheses for lead optimization, frustration grew when off-the-shelf building blocks capped out the scope for real innovation.

    Drawing from that, compounds like 2-Bromo-6,7-dihydrothiazo[4,5-c]pyridine-5(4H)-carboxylic acid tert-butyl ester come to the rescue. Its hybrid core—part thiazole, part pyridine—encourages creativity. Instead of forcing a reaction down a well-beaten path, it offers new vectors: combining heteroatoms, a reactive halogen, and a protected acid in one structure. This lets projects jump ahead, shaving weeks from development cycles that might otherwise stall. In a world where getting even a few days ahead offers an advantage in competitive scientific fields, this matters.

    Using 2-Bromo-6,7-Dihydrothiazo[4,5-C]Pyridine-5(4H)-Carboxylic Acid Tert-Butyl Ester for Smarter Synthesis

    This compound does more than fill a gap on a shopping list. That bromo handle isn’t decorative: it slots straight into Suzuki, Buchwald-Hartwig, or Stille couplings. Want to build fresh carbon-carbon or carbon-nitrogen linkages in one shot? This intermediate reduces extra steps and work-ups. My lab sessions taught me that smarter intermediates not only save time but also lower the risk of error—something anyone running a multi-step synthesis can appreciate.

    Having the protected acid as a tert-butyl ester opens up workflow flexibility. The protecting group stands up well under coupling conditions but can be cleaved neatly at the desired stage. No more juggling finicky acid-labile functionalities through unpredictable transformations. The convenience here means cleaner purification and less waste, a real boon both for researchers and for environmental compliance.

    Researchers running parallel synthesis campaigns or automated platforms will see another advantage: this building block integrates with automation, supporting combinatorial efforts with minimal extra optimization. As screens get more ambitious, a versatile intermediate like this becomes an enabler—rather than a bottleneck—of chemical innovation.

    Setting It Apart From the Crowd

    It’s tempting to see protected acids or halogenated aromatics as generic tools, easily swapped in and out of projects. But in the trenches, certain molecular designs outperform others. The combined features of this specific dihydrothiazo-pyridine framework bring both the reactivity of a bromo handle and the stability of a tert-butyl-protected carboxylate. These two characteristics don’t usually show up together in one molecule with such an accessible fusion ring system.

    In comparison, simple bromopyridines lack the chemical “dimensionality” offered here. With this hybrid, there’s not just an extra ring tacked on—the whole electron-rich backbone and sulphur-nitrogen heterocycle alters reactivity and opens up unorthodox synthetic entrances. This point matters in medicinal chemistry, where metabolic stability and molecular diversity drive both patentability and downstream testing.

    Conventional carboxylic acid tert-butyl esters get used for masking acid groups, but most don’t come with the possibility for straightforward diversification at the aromatic core via halogen-metal exchange or palladium catalysis. Here, one molecule ticks off both requirements: robust protection and a site ripe for further derivatization. This means less time spent preparing intermediates and more flexibility to respond to the inevitable late-stage changes that always crop up during lead compound development.

    Even specialty providers in the marketplace don’t always offer such a tailored feature set. What often appears are either unprotected acids that demand extra steps to shield sensitive groups, or halogenated aromatics which can’t be unmasked cleanly at the exact needed stage. Anyone who’s scaled up from milligram to gram quantities soon notices that time, solvents, and overall efficiency add up.

    Backed by Established Synthesis, Forward-Facing in Design

    While industry trends focus on speed, selectivity, and greener chemistry, few intermediates adapt as well as this one to emerging demands. The bridging of thiazole and pyridine core structures, with a bromine ready for cross-coupling and a protected acid for downstream deprotection, shows clear attention toward chemists’ pain points. Data from published works and patents illustrate how such molecular cores deliver on both reactivity and selectivity, often outpacing more basic analogs lacking that extra five- or six-membered ring.

    My experience in teams working on kinase and GPCR inhibitor programs taught me early that small advances in building block design pay off through the entire discovery chain. Any intermediate that minimizes byproducts or streamlines purification means shorter cycles between testing and redesign—a serious incentive for both time-strapped researchers and companies measuring success in months, not years.

    The benefit carries over to teams focused on green chemistry or developing tighter supply chains. A well-protected acid like the tert-butyl ester reduces the need for extra reagents and cuts down waste streams. As regulatory attention turns to sustainability and safer synthesis, using more versatile intermediates makes both practical and environmental sense.

    Practical Experience and the Road Ahead

    In countless bench-scale projects, I’ve seen the impact that “specialty” intermediates can have on both outcomes and morale. When a synthetic step fails repeatedly, one naturally starts to question the wisdom of standard route selection. Too often, the root cause traces back to a stubborn protecting group or a core substrate refusing to engage in that crucial coupling.

    Switching to an intermediate with the right features—like a robust tert-butyl ester and a highly reactive bromo group—can change the narrative. That’s where the 2-Bromo-6,7-dihydrothiazo[4,5-c]pyridine-5(4H)-carboxylic acid tert-butyl ester shines. Not only does it offer new angles for analog preparation, but it also stands up to the stringent tests of scalability and reproducibility. Projects move forward instead of stalling at optimization.

    Researchers and synthetic teams end up with fewer unknowns and can approach complex synthesis with more confidence. In my most productive collaborations, the difference often came down to access to better intermediates—those that blend functionality, stability, and adaptability without the need for extra workaround steps.

    Sparking Innovation Across Discovery Fields

    Whether the mission points to early-phase lead discovery, patent space exploration, or late-stage candidate optimization, having the right intermediate can turn a thousand possible reactions into a handful of promising options. The structure of this compound—fused rings, carefully selected leaving group, stable protecting group—reflects the real-world choices made by chemists to keep options open and risks managed.

    Investments in molecular scaffolds like this one propel teams forward, offering sharper tools at the earliest stages. By building out a new core, such as the thiazo-pyridine system, chemists find themselves creating libraries of analogs quickly and economically. Exploration accelerates and insights begin to pile up, feeding both patent filings and scientific publishing.

    Looking at current market dynamics, advanced intermediates are finding users outside academic drug discovery too. Agile startups and established manufacturers working on new reagents or high-performance materials know the value of a complex, yet reliable, building block. The knock-on effects spread all the way through the chain: from initial design, through production, to final review and distribution.

    Solutions to Chemists’ Longstanding Problems

    Every year, industry roundtables and conferences highlight stubborn pain points: lengthy synthesis cycles, high waste, and unreliable intermediates. Having spent many hours correcting failed reactions caused by uncooperative building blocks, I know all too well how much time and material drain from the simplest oversight. It’s not just the lab time—cost, regulatory pressure, and morale take a hit every time a project stalls.

    The answer lies in selecting intermediates that actively solve routine problems. The compound at hand checks that box in several dimensions:

    The efficiency gains add up. Teams relying on plate-based synthesis can streamline parallel runs instead of pausing to redesign sub-optimal steps. The “one-pot” potential grows, especially as more robust protecting groups, such as tert-butyl, tolerate harsh couplings or deprotection at the precise point needed.

    Experience shows that it’s smarter chemistry: looking further ahead, not just at the next step but at the whole process. This is where real cost-savings and better IP protection start to emerge. With mainstream research shifting to ever-broader compound libraries and government grants favoring greener and faster chemistry, the value of such advanced intermediates multiplies.

    Differentiation in Detail: Comparing With Standard Intermediates

    Imagine having to work with separately supplied bromo-pyridines or thiazoles and then trying to marry these in multi-step syntheses. Add in the task of masking and unmasking acids along the way—each step increasing risk, cost, and time. With this fused-ring intermediate, researchers leapfrog past those preliminary headaches. Instead of improvising workarounds for each bottleneck, they plan a direct route from starting building block to analog library in days instead of weeks.

    Where off-the-shelf options hit a ceiling, the thiazo[4,5-c]pyridine motif fits the bill for those demanding more from chemical synthesis. Medicinal chemists benefit from expanded SAR potential, while process chemists gain control over purification and isolation. It’s an evolution over common choices, not just a rehash of them.

    My time working through process development for small molecule APIs drove this home: intermediates with both effective protection and a reliable coupling handle show higher success rates for downstream transformations. Clean deprotection reduces purification headaches. Fused heterocycles bring the added intrigue of modulating both reactivity and biological properties, giving teams more levers to pull without extra investment.

    The more creative the project, the greater the dividends. Product design takes flight, and researchers pivot more easily to promising avenues. No one misses the old slog through repetitive stepwise protection and deprotection cycles.

    The Path Toward Better Chemistry

    In the closing chapters of many projects, the role of reliable advanced intermediates gets its due recognition. Even seasoned chemists sometimes admit, after grinding through an inefficient route, that a more thoughtfully assembled starting material would have saved significant time and reduced stress across the bench.

    Drawing from both published data and hands-on experience, the case for 2-Bromo-6,7-dihydrothiazo[4,5-c]pyridine-5(4H)-carboxylic acid tert-butyl ester grows stronger. Each fused element—thiazole and pyridine, bromo group, tert-butyl-protected acid—brings something to the table, delivering flexibility, reliability, and creative freedom. The opportunity for faster synthesis, better yields, and more innovative structures makes this a standout tool among modern intermediates.

    With chemical discovery leaning harder into automation and parallel synthesis, investments in advanced intermediates prove wise not just for today’s project, but for building the foundation of tomorrow’s breakthroughs. Researchers, taught by both failure and success, can see that the right molecule at the right moment transforms doubt and delay into real achievement.