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5-Bromo-1H-Pyrazolo[4,3-B]Pyridine

    • Product Name 5-Bromo-1H-Pyrazolo[4,3-B]Pyridine
    • Alias 5-Bromo-1H-pyrazolo[4,3-b]pyridine
    • Einecs 841-498-9
    • 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

    554755

    Product Name 5-Bromo-1H-Pyrazolo[4,3-B]Pyridine
    Cas Number 875781-19-2
    Molecular Formula C6H4BrN3
    Molecular Weight 198.02
    Appearance Light yellow to brown solid
    Melting Point 142-146°C
    Purity Typically ≥98%
    Solubility Slightly soluble in DMSO, DMF, ethanol
    Smiles Brc1ccc2n[nH]cc2n1
    Inchi InChI=1S/C6H4BrN3/c7-4-1-2-5-8-9-3-6(5)10-4/h1-3H,(H,9,10)
    Storage Temperature Store at 2-8°C

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    More Introduction

    Introducing 5-Bromo-1H-Pyrazolo[4,3-B]Pyridine: Chemistry That Moves Research Forward

    Taking a Closer Look at 5-Bromo-1H-Pyrazolo[4,3-B]Pyridine

    Years spent in the lab show that the search for reliable chemical building blocks never really ends. Some compounds turn up time and again, not just because they fit a molecular model, but because they open doors that other chemistries keep firmly closed. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine is a prime example. This heterocyclic aromatic structure, sporting both a bromine atom and fused rings, has proven to be a starting point in several lines of advanced research. Its model doesn’t just provide a scaffold – it introduces reactivity, design flexibility, and analytical predictability that chemists keep coming back to.

    Model and Specifications Matter

    Anyone who’s run repeated synthesis on a tight schedule learns quickly that consistency saves sanity. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine stands out because of its reproducible purity and stable crystalline form. Reliable suppliers typically offer a white to off-white powder with an assay exceeding 98 percent by HPLC, minimal loss on drying, and negligible residual solvent. The batch-to-batch quality helps avoid wasted effort during scale-up or screening. The molecular formula C6H4BrN3 with a corresponding molar mass fits cleanly into analytical workflows. Chemists appreciate the clear NMR and mass spectrometry signatures, which simplify identification and monitoring.

    Why This Compound Ends Up On So Many Lab Benches

    What sets this compound apart is its chemistry. The bromine atom at the 5-position creates a handle for a broad range of coupling techniques: Suzuki-Miyaura, Buchwald-Hartwig, or Sonogashira cross-couplings, to name a few. These methods matter to anyone who’s tried to introduce new aryl groups, amines, or alkynes into fused heteroaromatics. There’s no steep learning curve or unpredictable harshness; the structure tolerates mild to moderate conditions, and the reactions usually run clean if the basics are respected. That’s helped make 5-Bromo-1H-Pyrazolo[4,3-b]pyridine a common fixture in work aiming to turn exploratory chemical matter into candidate compounds, especially in medicinal chemistry and agrochemical optimization process.

    Advantages Over Similar Scaffolds

    The world of fused heterocycles isn’t lacking for choice, and yet comparisons come up regularly between this compound and its cousins like the plain pyrazolopyridine or unhalogenated variants. From personal experience, trying to use a non-brominated version often means one extra synthetic step to install a leaving group before you can start fishing for activity with an interesting substituent. Skipping these steps saves time, reagents, and clean-up. The bromine atom isn’t just a synthetic convenience—it also allows site-specific transformation that other analogs can’t match, supporting SAR (structure-activity relationship) studies that depend on subtle, stepwise modifications. Researchers have noticed higher yields and cleaner products in reactions using this scaffold compared to less activated analogs, which further cuts down the troubleshooting and repeat attempts.

    Applications Where Performance Speaks Volumes

    There’s a reason 5-Bromo-1H-Pyrazolo[4,3-b]pyridine keeps showing up in recent patent filings and scientific papers. In the pharmaceutical sector, its use as a starting block for kinase inhibitor libraries stands out. The core structure mimics fragments found in many ATP-competitive inhibitors, making it valuable during the lead optimization process. A team working on anticancer targets used it to spin out dozens of analogs by leveraging its robust cross-coupling. They didn’t see the decomposition that can crop up with more delicate scaffolds. In crop science, its reliably modifiable framework gives agrochemical chemists flexibility when optimizing for selectivity and metabolic stability. This isn’t just academic; getting a candidate to the field or clinic quicker can hinge on the quality of the starting material.

    Meeting Regulatory and Analytical Expectations

    Regulatory agencies have tightened expectations around impurity profiles, traceability, and documentation. Having a compound where sourcing, certificate of analysis, and reproducibility is straightforward helps labs meet those expectations. In practice, this means less time hunting down obscure details and more time designing new targets or optimizing existing lead series. Quality audits are less stressful when analytical support matches the claims on the label, both for internal reporting and external scrutiny. Over the years, I’ve seen more projects pass internal review by leaning on trusted, well-characterized building blocks.

    Handling and Storage Considerations

    No matter how useful a compound is, if it requires extensive precautions or deteriorates quickly, its appeal fades fast. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine stores easily under benchtop conditions. Desiccators extend shelf life, protecting against minor moisture uptake, but the crystalline powder doesn’t cake or degrade under ordinary lab humidity. There’s none of the pungent odor or volatility some analogous heterocycles give off. Its handling profile keeps it off the hazardous substance list for many labs, though standard good laboratory practices—gloves, goggles, fume hood—stay in place as always. Teams end up spending less on specialized storage solutions or disposal processes, an advantage for academic and industrial settings alike.

    Scalability and Synthesis: Beyond the Small Flask

    Pilot projects in drug discovery often begin with milligram amounts, but breakthroughs push projects into the multigram or kilogram scale quickly. Some compounds throw up surprises at scale. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine transitions smoothly, with established routes using commodity starting materials and scalable palladium-catalyzed coupling reactions. One manufacturer’s pilot team scaled a five-step synthesis up to the hundred-gram range without major modifications, relying on the compound's thermal and chemical resilience. As someone who’s fielded panicked calls about crystallization issues or insoluble impurities during scale-up, reliable performance at both small and larger batches always brings welcome relief.

    Comparing to Other Synthetic Routes and Scaffolds

    Chemists chasing similar frameworks, like pyrazolopyrimidines or pyrrolopyridines, often face more complex multi-step syntheses, inconsistent yields, or less forgiving functionalization chemistry. The brominated pyrazolo[4,3-b]pyridine reduces work-up headaches. There’s less chromatography and fewer stubborn side-products, often resulting from hard-to-control nitration or halogenation steps used to introduce leaving groups after assembling the core. Less time spent purifying and analyzing means projects can focus on the real goal: discovering new activity, optimizing ADME profiles, or demonstrating proof of principle for new targets.

    Supporting Data-Driven and Automated Synthesis

    Artificial intelligence and automated synthesis platforms depend on robust, well-characterized inputs. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine fits cleanly into digital inventories with full spectral libraries and reliable predictive models. Several high-throughput screening teams use automated liquid handling to set up parallel reactions with this scaffold, trusting that they’ll see consistent coupling success. Data feeds from NMR, LC-MS, and GC come back with high match rates to expected results, reducing the false positives and ambiguous outcomes that can plague less-characterized starting materials. There’s an efficiency in using a compound that matches both classic and new-school approaches to discovery.

    Personal Experiences and Observations

    Labs feel pressure to deliver more with less: less time, less money, fewer mistakes. The difference between a smooth run and a wasted week sometimes comes down to small decisions, like which building block sits in the drawer. I’ve seen teams troubleshoot for days over stubborn intermediates, wishing they’d started with a scaffold like 5-Bromo-1H-Pyrazolo[4,3-b]pyridine instead of jury-rigging reactivity onto a more inert core. Colleagues working in oncology discovery or crop protection echo similar stories—hitting cleaner reactions, faster analog prep, and higher confidence in product identity just by choosing this scaffold.

    Environmental Considerations

    Sustainable chemistry means more than swapping out a solvent here or there. Sourcing a starting material with fewer harmful byproducts and less process waste goes a long way. Compared to classic halogenation approaches run on more complex substrates, the direct synthesis routes for this heterocycle result in less waste and easier purification, lightening downstream environmental impact. Reclaiming solvents and reducing halogenated residue in process streams becomes simpler, particularly when the starting material behaves more predictably during scale-up and purification. It’s a small win in a long process, but over hundreds of runs, those savings add up for both the budget and the broader environmental footprint.

    Quality and Consistency Drive Discoveries

    Even the most sophisticated computational chemists or molecular modellers know that real-world chemistry makes or breaks predictions. A flawed starting material throws off structure-activity studies, analytical data, and even patent filings. Over the years, the consistent quality of 5-Bromo-1H-Pyrazolo[4,3-b]pyridine has been cited in published research and industry case studies as helping teams avoid those pitfalls. Researchers have shared spectra, retention times, and batch data that align tightly with reference ranges, helping build confidence in reported findings and reproducibility in follow-up work.

    Industry Perspective: What’s Driving Adoption

    Pharmaceutical and agrochemical sectors face constant push to accelerate discovery timelines. The building blocks that enable rapid SAR expansion, robust library synthesis, and scale-up get used, reordered, and recommended. Adoption of 5-Bromo-1H-Pyrazolo[4,3-b]pyridine in high-throughput and fragment-based screening campaigns points to more than just incremental convenience—it shows a recognition of how foundational chemistry supports entire pipelines. Having a go-to starting material that behaves both under pressure and at scale wins converts quickly, and in a research landscape full of moving targets, that reliability ends up being more valuable than eye-catching but unproven new arrivals.

    Addressing Limitations and Finding Solutions

    No compound comes without its quirks. Overly high concentration in some solvents can lead to slow dissolution or crystallization issues, particularly in cold storage. Teams have solved this by using gentle warming or switching to DMSO or DMF for stubborn cases, avoiding aggressive reagents or high-temperature extractions. Analytically, strong UV absorption sometimes necessitates adjusting detection wavelengths or running secondary confirmations, though this rarely slows routine work. Sourcing from unreliable suppliers can introduce batch variability, so teams have built close relationships with vendors that provide detailed certificates of analysis and traceable analytics. For long-term storage, keeping the compound in tightly sealed bottles under inert atmosphere extends shelf life for critical experiments. With minor adjustments to protocols, most reported issues have been quickly resolved.

    The Road Ahead

    The need for robust, versatile, and predictable chemical building blocks isn’t fading. As automation grows and data-driven methodologies take over the repetitive work, the underlying chemistry must keep up. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine, with its well-understood synthesis, broad functionalization window, and established track record, helps labs bridge the gap between digital theory and tangible progress. Teams designing new kinase inhibitors, crop protectants, or probe molecules continue to circle back to this scaffold—not simply for tradition, but for the practical wins it brings to research timelines, analytical confidence, and ultimately, project outcomes.

    Pushing for Even Better Outcomes

    Innovation doesn’t stop at picking a compound off the shelf. Teams looking for even greater value are turning to customized derivatives, building on the core pyrazolopyridine structure to access even more targeted reactivity or activity profiles. The strong data foundation around 5-Bromo-1H-Pyrazolo[4,3-b]pyridine means those efforts can be guided with real evidence, not just hopeful speculation. Encouraging peer exchange of insights—sharing reaction conditions, purification tricks, or screening techniques—pushes results even further. Reliable, time-saving tools free up creative problem-solving for the big challenges ahead.

    Summing Up the Value Proposition

    Trustworthy chemical building blocks affect every step of modern discovery, from hypothesis to finished product. 5-Bromo-1H-Pyrazolo[4,3-b]pyridine, with its distinctive reactivity, ease of use, and repeatable quality, has already carved out a central role in advanced synthesis and screening. Teams that prioritize batch-to-batch consistency, scalable performance, and straightforward handling find more success as research demands speed and certainty. As trends in automation, sustainability, and regulatory stringency keep raising expectations, this compound’s blend of flexibility and reliability looks set to keep supporting breakthroughs for years to come.