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

    • Product Name 5-Bromo-1H-Pyrazo[3,4-B]Pyridine
    • Alias 5-Bromo-1H-pyrazolo[3,4-b]pyridine
    • Einecs 629-151-2
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    295265

    Product Name 5-Bromo-1H-Pyrazo[3,4-B]Pyridine
    Chemical Formula C6H4BrN3
    Molecular Weight 198.025 g/mol
    Cas Number 857137-51-4
    Appearance Off-white to light yellow solid
    Melting Point 174-178°C
    Purity Typically ≥ 98%
    Solubility Slightly soluble in DMSO, DMF
    Storage Conditions Store at 2-8°C, keep container tightly closed
    Smiles Brc1ccc2nccn2c1
    Inchi InChI=1S/C6H4BrN3/c7-4-1-2-5-6(3-4)9-8-10-5/h1-3H,(H,8,9,10)

    As an accredited 5-Bromo-1H-Pyrazo[3,4-B]Pyridine 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-1H-Pyrazo[3,4-B]Pyridine

    Applications of 5-Bromo-1H-Pyrazo[3,4-B]Pyridine in Industrial Manufacturing

    5-Bromo-1H-Pyrazo[3,4-B]Pyridine serves as a specialized intermediate for a range of advanced industrial processes. Our manufacturing integrates stringent quality and traceability protocols, supporting innovation and consistency across demanding sectors. Below we detail key downstream segments using our material, with focus on real application settings, documented industry standards, formulation ratios, integration points, and final product types.

    1. Pharmaceutical API Intermediate Synthesis

    This compound acts as a targeted building block for synthesizing small molecule pharmaceuticals, especially kinase inhibitors and CNS-active substances. Large-scale pharmaceutical companies rely on its reactivity in heterocycle construction to achieve desired bioactivity profiles during multi-step organic synthesis for drug development and production.

    Industry compliance standards

    • Current Good Manufacturing Practice (cGMP), ICH Q7
    • International Conference on Harmonisation (ICH) Q3A/B for impurities
    • European Pharmacopoeia (Ph. Eur.) for relevant APIs
    • US FDA Quality System Regulations (21 CFR Parts 210/211)

    Typical usage ratio

    • Employed at 0.5–1.2 molar equivalents relative to the final target intermediate
    • Adjusted based on desired substitution on the pyrazolopyridine scaffold and required reaction yield

    Downstream process integration

    • Introduced at heterocycle assembly and halogenation stage in the synthetic workflow
    • Utilized in Suzuki and Buchwald–Hartwig cross-coupling steps under inert atmosphere
    • Involved in batch and continuous flow reactors
    • Undergoes purification and quality testing before API coupling reactions

    Final product types

    • Targeted pharmaceutical APIs (e.g. kinase inhibitors, CNS agents)
    • Clinical drug candidates (Phase I–III)
    • High-value research compounds for medicinal chemistry
    • Reference standards for pharmacological assays

    2. Agrochemical Active Ingredient Synthesis

    Leading crop protection companies use 5-Bromo-1H-Pyrazo[3,4-B]Pyridine to build complex heterocyclic scaffolds for novel fungicides and insecticides. The material’s halogenated structure helps introduce functionality for enhanced bioactivity and environmental stability in the final formulations.

    Industry compliance standards

    • ISO 9001:2015 certified production systems
    • FAO/WHO Manual on Development and Use of FAO and WHO Specifications for Plant Protection Products
    • REACH (EC 1907/2006) registration for substance use in Europe
    • US EPA guidelines for synthesis of pesticide intermediates

    Typical usage ratio

    • Applied at 1–1.5 equivalents based on coupling partner
    • Variations considered for batch size, route optimization, and cluster formation in ring closure steps

    Downstream process integration

    • Added at advanced intermediate generation for azole and pyridine-linked actives
    • Subjected to chlorination, etherification, and nucleophilic aromatic substitution
    • Handled under controlled, closed-system reactors for critical reactions
    • QC monitored for trace bromide carryover

    Final product types

    • Active compounds for pre- and post-emergent herbicides
    • Fungicides for cereal and horticulture crops
    • Insecticide technical concentrates for foliar sprays
    • Intermediates for selective broadleaf weed control

    3. Electronic Materials and Organic Semiconductors

    Producers of advanced electronic components utilize this compound as a precursor for novel N-heterocycle-based electron transporting materials in OLEDs and thin film transistors. The bromine atom and fused ring system promote solubility and functionalization efficiency, supporting scale-up for commercial device applications.

    Industry compliance standards

    • RoHS Directive (2011/65/EU) on hazardous substances
    • IPC-4101 for base materials in printed circuit fabrication
    • International Electrotechnical Commission (IEC) standards for semiconductor purity
    • Standardized internal protocols for batch traceability and purity ≥99.5%

    Typical usage ratio

    • Typically 0.8–1.0 equivalents in arylation and cross-coupling reactions
    • Adjusted as per target molecular weight and device performance

    Downstream process integration

    • Used in palladium-catalyzed cross-coupling to create π-conjugated backbones
    • Integrated during pre-polymerization of small molecules for organic electronic inks
    • Purified via recrystallization and column chromatography
    • QC checked for trace metal and water content prior to device application

    Final product types

    • OLED emitter and electron transport layers
    • Organic field-effect transistors (OFET) active materials
    • Thin film semiconductors for flexible devices
    • High-purity specialty ink for printed electronics

    4. Fine Chemical Building Block for Specialty Dyes

    Manufacturers of specialty dyes and pigments incorporate this material to create custom chromophores with unique absorption and emission properties. The pyrazolopyridine ring allows further functionalization to tune color and stability, catering to applications in industrial coatings, security inks, and optical markers.

    Industry compliance standards

    • EN 71-3:2019 for safety of dyed materials in toys
    • OEKO-TEX Standard 100 for restricted substances in textiles
    • ISO 9001/14001 integrated management during dye synthesis
    • REACH compliance for registration of new dye substances

    Typical usage ratio

    • Ranges from 0.6–1.0 equivalents, based on desired chromophore loading and target hue
    • Quantities adapted for scale-up batches and substitution levels

    Downstream process integration

    • Added during fine chemical synthesis of heterocycle-derived dye intermediates
    • Participates in step-growth coupling with aryl or alkyl halides
    • Processed in solvent-controlled reactors for precision color control
    • Batch-tested for lightfastness and purity consistency

    Final product types

    • Industrial dyes for synthetic fiber coloration
    • High-security anti-counterfeit inks
    • Spectral markers for analytical laboratories
    • Photostable colorants for plastics and coatings
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    More Introduction

    Introducing 5-Bromo-1H-Pyrazo[3,4-B]Pyridine: A Lab Staple with Plenty More to Offer

    Some compounds seem to crop up on research benches across chemistry labs year after year. 5-Bromo-1H-Pyrazo[3,4-B]pyridine belongs to this club, with a name as intricate as its uses. This compound, built on a fused heterocyclic skeleton, carries a bromine at the five spot and has sparked a lot of interest for those who want new scaffolds to work with. I’ve seen this molecule move beyond a page in a catalog and settle into many promising projects, especially in synthetic and medicinal research.

    Structure and Model

    Its molecular architecture sets 5-Bromo-1H-Pyrazo[3,4-B]pyridine apart from more familiar building blocks like simple pyridines or pyrazoles. Here, two aromatic rings fuse tightly with a bromine atom attached, providing an interesting handle for chemists. The fusion between the pyrazole and the pyridine isn’t just aesthetic: it brings together the best properties of each ring—electron-rich by nature, with ample sites open for tweaking. Bromine, being a versatile leaving group, supports further functionalization. Chemists in the know gravitate to molecules like this when a standard pyridine just won’t cut it for a tricky synthesis or structure-activity relationship investigation.

    What I learn with hands-on experience is that handling fused heterocycles changes the game. They’re less prone to oxidation and reduction compared to some monocyclic analogues. This makes reactions a bit smoother and final compounds often more robust—a key plus in medicinal chemistry, where one weak bond can ruin a promising candidate. For labs focusing on the next wave of kinase inhibitors or central nervous system agents, this kind of stability turns into real-world progress.

    Specifications: Pure and Ready

    Purity matters. Researchers don’t want to question the results of hard-won experiments because of unidentified by-products or tricky impurities. Reliable lots of 5-Bromo-1H-Pyrazo[3,4-B]pyridine often arrive with high purity—99 percent and above—and a consistent crystalline appearance. Melting points tend to be sharp, making identity and integrity easy to verify by melting point or NMR. Companies and research groups looking for batch-to-batch excellence are quick to spot differences like this: it shows up in fewer surprises during scale-up or repeat reactions. Even a seemingly minor variance—if left unchecked—can derail months of synthesis work, so tight QC standards hold real weight.

    Often, the compound ships as an off-white to pale tan powder—an unassuming appearance that belies how much trouble it can save compared to fussier multiphase chemicals. Waste is minimized, since it dissolves cleanly in polar aprotic solvents and holds up under common reaction conditions. Some other brominated heterocycles chalk up problems with humidity pick-up or batch instability, but 5-Bromo-1H-Pyrazo[3,4-B]pyridine shows welcome predictability in storage and handling.

    Usage: The Workhorse in Synthesis

    Modern organic chemistry finds new favorites every few years, but compounds like this one earn loyalty by making cross-coupling reactions smoother. Suzuki and Buchwald-Hartwig reactions come to mind—procedures many grad students and experienced chemists know as daily bread. The bromine atom sits ready to get replaced by a wide range of groups: aryl, alkyl, vinyl, or amino. This versatility saves even experienced chemists from designing lengthy synthetic routes, allowing direct entry into simple or complex target molecules.

    I've walked through dozens of reaction optimizations where time and again, reactivity pairs well with selectivity. Less-reactive or more positionally ambiguous bromopyridines tend to frustrate efforts here, while the 3,4-fused system of 5-Bromo-1H-Pyrazo[3,4-B]pyridine puts reactivity right where you want it. The compound’s aromaticity and electron distribution lend themselves to N-alkylation, Suzuki-Miyaura coupling, and selective substitution under mild conditions. Few things give more satisfaction for a synthetic chemist than a straightforward, high-yield coupling.

    Role in Medicinal Chemistry and Pharma Innovation

    Drug discovery thrives on novelty—new scaffolds, unexplored binding motifs, and heterocycles that dodge metabolic clearance or toxicity traps. Fused systems have an established legacy in small molecule therapeutics. 5-Bromo-1H-Pyrazo[3,4-B]pyridine’s aromatic fusion and functional handle resonate with both academic groups seeking uncharted SAR and industry projects focused on plug-and-play diversification.

    Researchers keep asking: ‘What about this scaffold for kinase projects? Can I push this into a macrocycle? Will this fused ring resist oxidative metabolism better than monocyclic standards?’ In many test cases, it does. Stability during phase I metabolic screening surpasses that of single-ring rivals. That translates into less time futzing with protection/deprotection strategies and more chance at in vivo success. Early med-chem hits based on this skeleton show better logP, solubility, and increased target selectivity—which helps avoid off-target headaches further down the road.

    While rules-of-thumb like “Lipinski’s Rule of Five” still guide drug design, exceptions abound, and fused heterocycles such as this compound continue to make those exceptions look compelling. Chemists adopting 5-Bromo-1H-Pyrazo[3,4-B]pyridine in screening libraries find more actives with fewer liabilities. Some might chalk that up to luck; I chalk it up to thoughtful scaffold design and a good handle for chemical modification.

    Broader Application: Materials and Agroscience

    Synthesizing small molecules isn’t only about medicines. Catalysts, polymers, and agrochemicals also depend heavily on unique heterocyclic motifs. Skilled material scientists need fresh scaffolds to build new electronic properties or improve thermal stability. Here, the stable fused ring does more than just offer medicinal promise; its brominated position opens gateways to tailored functionalization—fluorination for electronics, alkoxylation for solubility, and metalation for advanced catalysis.

    Practically, 5-Bromo-1H-Pyrazo[3,4-B]pyridine finds its way into more than med-chem campaigns. Agrochemical researchers have leveraged it as a core motif for crop protection agents showing persistent activity and soil stability. Brominated heterocycles, in general, often lead to better persistence and target selectivity in the field—effects likely tied to how the fused ring manages environmental breakdown and target engagement.

    Material chemists, always on the hunt for accessible scaffolds, value the electron distribution and robust structure. This molecule steps into polymer precursors and ligand design, particularly when project timelines demand robust and predictable performance in real-world stress tests.

    Differences from Standard Offerings

    Every synthetic chemist gets a feel for the subtle ways that a molecule’s structure steers an entire research project. Plain pyridines, pyrazoles, and brominated analogues all have their roles, but many lack the blend of stability and reactivity found here. The 3,4-fusion pulls heteroatoms into close alignment, changing both physical and chemical properties compared to either precursor ring. Where simple bromopyridines sometimes decompose, the fused scaffold holds its ground. Even with strong bases or nucleophiles, side reactions fade, and targeted transformations dominate.

    Some may consider using 3-bromopyridine or other bromoheterocycles instead, tempted by their lower price or broader availability. Yet, 5-Bromo-1H-Pyrazo[3,4-B]pyridine routinely beats those compounds in cross-coupling yields and in minimizing by-product headaches. It's not uncommon to witness improved product purities, fewer re-runs, and cleaner NMRs, especially in experienced hands. A project manager looking at total process throughput and resource spend might read this as a hard cost benefit over insistence on lower-priced commodity reagents.

    Even the solubility profile and storage traits differ meaningfully from close relatives. Moisture doesn’t bother it much, and light-resistance means less worry about darkroom protocols or complicated package solutions. In my own experience, this keeps the focus on productive chemistry rather than troubleshooting storage woes or batch inconsistencies—time better spent tweaking reactions than fending off degradation.

    Availability and Supply Chain Reflection

    Quality and consistency in research chemicals matter every bit as much as innovative molecular design. Labs ordering 5-Bromo-1H-Pyrazo[3,4-B]pyridine need to trust suppliers for predictable purity and valid paperwork. Advanced spectroscopy, typical of any legitimate supplier, backs each batch with clean spectra, showing researchers they’re getting exactly what’s on the label. These checks serve as silent partners in research progress—no one celebrates a good COA, but everyone feels the pain when one is missing or misleading.

    Production of fused heterocycles hasn’t always been simple. Reliable methods use bromination of the pyrazo[3,4-B]pyridine scaffold or careful cyclization followed by functional group installation. Waste, environmental impact, and process safety weigh more heavily now, with leading suppliers focusing on reducing halogenated waste and solvent recycling. Responsible sourcing, from raw materials to final packaging, figures among the key values of labs serious about safety and environmental impact.

    Researchers now weigh supply chain transparency right alongside chemical purity. Lab managers stay alert to ongoing regulatory changes, especially for halogenated organics. Suppliers who tighten documentation, embrace green chemistry, and report on sustainability can align with research groups aiming for both high impact and low environmental burden. A decade ago, this level of vigilance wasn’t common; today, it’s the norm for responsible labs.

    Addressing Limitations: What Can Get Better?

    No molecule plays every role perfectly. Fused heterocycles march forward in drug discovery and chemical synthesis, yet some drawbacks warrant attention. Fused rings, while less prone to oxidation, can complicate late-stage functionalization—chemists sometimes run into selectivity issues as neighboring nitrogens tweak electron density. Handling and purification, while smoother than for some analogues, still demand careful attention, especially at scale.

    Some users bump against cost constraints. Synthesizing or buying advanced precursors always taxes research budgets, so projects steer toward these molecules when the benefits pay off clearly in higher yield, faster route scouting, or cleaner products. Expanding scale, improving production routes, and reducing waste in manufacturing could trim prices and make 5-Bromo-1H-Pyrazo[3,4-B]pyridine more accessible to medium-sized labs.

    Supply hiccups have cropped up, too, particularly in times of global shipping crises or upstream raw material shortfalls. These disruptions force many labs to rethink their reliance on a short list of suppliers. Local or regional chemical manufacturing might close this gap, especially as domestic producers catch up to global standards in quality and documentation.

    Toward Safer and Greener Chemistry

    Environmental impact nags at most chemists I know. Fused halogenated aromatics like 5-Bromo-1H-Pyrazo[3,4-B]pyridine aren’t immune to scrutiny. Labs using halogenated reagents have watched regulatory pressures rise, especially in recent years, and waste management eats up increasing chunks of project time and budgets. Green chemistry, driven by both regulation and conscience, has already started shaping production and disposal methods.

    Some institutions experiment with recovery and reuse of spent products, recycling solvents, and even rethinking the basic synthetic approach to avoid harsh reagents or energy-intensive steps. In the future, expect more efficient bromination strategies, selective C–H activation protocols, and even biocatalytic approaches that promise less environmental toll. I’d bet on growing partnerships between industry and academia to keep pushing for both performance and sustainability. Responsible choices at each level—procurement, use, and disposal—make a difference in cumulative environmental impact.

    Quality, Data, and the Pursuit of Trust

    Sound science builds from quality materials and transparent data. Mistakes are expensive and sometimes subtle: even a small impurity in a multi-step synthesis can set off a cascade of failures that surface much later in the process. Labs who document each step, scrutinize certificates of analysis, and share raw NMR and LC-MS data rarely regret taking the extra time. Many high-profile research setbacks—some of them infamous for wasted millions—stem from overlooked material quality. For researchers staking their careers on new molecules, trust in inputs beats nearly any other variable under their control.

    Digital tracking systems, batch barcoding, and data transparency from supplier to scientist provide a paper trail that supports reproducibility. Publication standards increasingly expect this level of rigor. Research groups looking to publish in top journals or license compounds to industry partners build their backbone on high-integrity commercial material. Younger chemists I’ve worked with, often digital natives, lead the charge in documentation and transparency—an encouraging trend the industry needed.

    The Importance of Cross-Disciplinary Adoption

    Seeing 5-Bromo-1H-Pyrazo[3,4-B]pyridine pop up in fields ranging from chemical biology to advanced materials science reflects a wider trend in chemistry. The most innovative labs aren’t pigeonholing research; synthetic methodology spills into drug screening, polymer chemistry, and agricultural breakthroughs. The same molecule catalyzes parallel progress in drug design, OLED precursor development, and even functional coatings for aerospace parts.

    Conversations at recent scientific meetings reinforce how much shared expertise matters. Chemists are learning from engineers on process scale-up, materials scientists are tapping biologists for new sensing technologies, and everyone’s borrowing the best ideas from each other about data capture and sustainability. The barrier between subfields grows thinner, and molecules like this one—versatile, robust, and open to further functionalization—set the stage for those serendipitous cross-pollinations.

    Future Directions and the Next Research Cycle

    Each new tool on the bench carries the hope of a breakthrough. 5-Bromo-1H-Pyrazo[3,4-B]pyridine delivers a calm, steady reliability that accelerates the real work: pushing toward new drugs, advanced materials, better crops, and safer industrial chemicals. The compound's value isn’t just in what it offers today. Its design invites optimization, further substitution, and the kind of outside-the-box reaction thinking that drives real progress.

    Sustainable chemistry, digital traceability, quality first—these are more than trends. They’ve become the standard researchers rely on for both short-term milestones and long-term research payoffs. Labs willing to invest in better materials see benefits in cleaner reactions, more reproducible outcomes, and—just as crucial—less wasted time down the road.

    Conclusion: The Everyday Payoff of Choosing Wisely

    Every chemist struggles with the gap between an idea on paper and a working flask on the bench. Materials like 5-Bromo-1H-Pyrazo[3,4-B]pyridine close that gap, offering a scaffold that handles tough synthetic routes gracefully and stands up to real-world challenges. Whether building the next big pharmaceutical hit, crafting a tougher polymer, or seeking new modes of crop protection, researchers benefit from choosing compounds whose design anticipates the unexpected and whose quality supports more reliable, repeatable results.

    Each step forward reflects decisions about quality, sustainability, and innovation. This compound gives scientists and engineers a dependable companion for both routine tasks and ambitious new projects. As labs keep raising the bar for both performance and responsibility, molecules like 5-Bromo-1H-Pyrazo[3,4-B]pyridine promise not only scientific returns but also teamwork between chemistry and the broader world it shapes.