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3-Bromo-5-Chloro-1H-Indazole

    • Product Name 3-Bromo-5-Chloro-1H-Indazole
    • Alias 3-Bromo-5-chloroindazole
    • Einecs 410-220-4
    • 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

    170090

    Productname 3-Bromo-5-Chloro-1H-Indazole
    Molecularformula C7H4BrClN2
    Molecularweight 231.48 g/mol
    Casnumber 885276-00-4
    Appearance Solid (usually off-white to light yellow powder)
    Meltingpoint 122-126°C
    Purity Typically ≥ 97%
    Solubility Soluble in DMSO, DMF, and partially in organic solvents
    Smiles C1=CC(=C2C(=C1Cl)NN=C2)Br
    Inchi InChI=1S/C7H4BrClN2/c8-4-1-2-5(9)7-6(4)10-11-3-7/h1-3H,(H,10,11)
    Storage Store at 2-8°C, keep container tightly closed
    Synonyms 5-Chloro-3-bromo-1H-indazole
    Chemicalclass Halogenated Indazole Derivative

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    More Introduction

    3-Bromo-5-Chloro-1H-Indazole: Precision for Modern Synthesis

    Scientists and manufacturers searching for clean reaction pathways often turn to specialty reagents for a reason: the smallest change in the molecular structure can steer an entirely different progression in organic synthesis. 3-Bromo-5-Chloro-1H-Indazole occupies a strong niche in chemical research, offering advantages where precision and predictable behavior in complex reactions matter.

    Understanding 3-Bromo-5-Chloro-1H-Indazole

    This compound belongs to the indazole family, specifically carrying bromine at the third position and chlorine at the fifth, mapped on the aromatic backbone. Many in the laboratory appreciate this exact substitution because it enables access to a wide range of cross-coupling and derivatization strategies. Compared to unsubstituted indazoles, or those with a single halogen, this two-point halogenation influences electronic characteristics of the ring, often steering reactions in a more controlled direction.

    For those familiar with modern methods like Suzuki or Buchwald-Hartwig coupling, subtle changes in halogen composition can be the gatekeeper between a reaction that works and one that fizzles out. The bromo group at position three serves as a strong leaving group, making it an attractive site for further functionalization, while the chloro at position five changes the electronic landscape, often increasing selectivity in processes that target one part of the ring system over another.

    Specifications and Physical Properties

    You’ll usually find 3-Bromo-5-Chloro-1H-Indazole as an off-white to light yellow crystalline powder — nothing outlandish at first glance. The purity across reputable suppliers commonly hovers at 98% or above, which researchers trust when precise stoichiometric relationships matter. Unlike some volatile or malodorous reagents, this compound is generally stable on the shelf, provided it doesn’t get doused with moisture or left out in bright light.

    Melting point sits in the expected range for similarly substituted indazoles, giving a good check for visual identification when confirming compound identity. Its solubility in organic solvents such as dimethyl sulfoxide (DMSO), N,N-dimethylformamide (DMF), and common chlorinated or aromatic solvents makes it workable in both small-scale reaction tubes and larger preparative runs. Some chemists prefer to dissolve it in ethanol or acetonitrile for purification by recrystallization or chromatography, a step made easier by its solid stability.

    Distinct Uses in Research and Industry

    In my own hands, and watching peers at the bench, indazole derivatives gain their importance from the way they unlock access to otherwise difficult chemical space. The structure of 3-Bromo-5-Chloro-1H-Indazole, with both halogen atoms positioned, allows the user to leverage established substitution strategies over newly emerging reaction conditions. For those working in medicinal chemistry, this template winds up as a starting point for kinase inhibitors, anti-inflammatory leads, and CNS-active compounds.

    Where medicinal chemistry tends to chase after novelty, a scaffold like this brings reliability. It isn’t the latest blockbuster intermediate, but its ability to participate in reactions like palladium-catalyzed couplings, nucleophilic substitutions, and even direct heteroarylation, makes it suitable for libraries where every ring system is scrutinized for biological potential. Over time, 3-Bromo-5-Chloro-1H-Indazole has cropped up in synthetic pathways for both known and investigational drugs. Publications from labs around the world cite it not just as a footnote, but as an enabling block that makes late-stage modifications smoother.

    How 3-Bromo-5-Chloro-1H-Indazole Stands Apart From Related Compounds

    Some might wonder how this particular liquid-favored indazole stands out compared to just 5-chloro or 3-bromo versions, or the parent unsubstituted indazole itself. Simple answer: the dual halogenation means there are two levers to pull during synthetic manipulations. If a series of reactions calls for selective substitutions on both positions, there’s no need to protect, deprotect, or reroute progress with protecting groups or lengthy detours.

    In practical synthesis, that means less time troubleshooting and fewer side-products. Singularly halogenated indazoles sometimes push users into less certain synthetic territory when a reaction introduces unwanted over-reaction or reactivity at the wrong site. The bromo-chloro combination streamlines planning and provides a reliable platform for sequences like Grignard reactions, forming carbon-carbon or carbon-heteroatom bonds with strong certainty.

    The other upside from a user’s perspective: built-in selectivity where the desired position is clear. During attempts to slice through a synthetic route, dual-substituted systems lower the risk for ambiguous regioisomers. Medicinal chemists often want one distinct molecular architecture at the end, both to save time and avoid messy purification. This compound frequently gives them that — or at least a manageable mixture that can be resolved quickly.

    Facilitating Cleaner Chemistry and Predictable Results

    Chemists who know the pain of ambiguous reaction outcomes rarely need to be convinced why a halogenated template like this one matters. Halogens serve as exit ramps on the molecular highway, permitting both nucleophilic and cross-coupling detours that send the core in new directions. Laboratories optimizing reaction conditions have cited the repeatable, low-crud results that come from starting with dual-halogen indazoles. The structure tolerates a range of reaction temperatures, shows resilience in multi-step synthesis, and holds up in larger batch preparations without significant side reactions.

    Within pharmaceutical development, where regulatory filings and repeatability take priority, such consistency saves both time and money. Researchers find comfort in being able to buy or synthesize precisely the same compound batch after batch, with minimal deviation in yield or performance. When regulatory expectations turn a mistake into wasted weeks, there’s clear value in a solid and proven substrate.

    Sustainability: Looking Toward Greener Practices

    Sustainability in organic chemistry remains a rising concern, especially among industry scientists facing pressure to trim waste and reduce hazardous material use. Halogenated reagents like 3-Bromo-5-Chloro-1H-Indazole aren’t automatically more wasteful — in reality, their reactivity often leads to higher yields and fewer failed reactions, which can reduce both solvent use and energy expenditure over time. Having run several greener chemistry projects, I’ve come to value halogen handles more, not less.

    A properly designed route that exploits the selectivity of a dual-halogenated ring can mean smaller emissions of unreacted starting material, easier purification, and less strain on both the operator and their workspace. Even if bromine and chlorine seem environmentally unfriendly at first glance, using them precisely and sparingly to get a clean, purposeful target can help minimize the larger environmental footprint. The reaction reliability this compound offers means fewer dead-end runs and less need for repetitive purification, which directly lowers waste.

    Challenges and Real-World Workarounds

    No specialty reagent comes entirely without drawbacks. While 3-Bromo-5-Chloro-1H-Indazole handles most laboratory environments well, chemists need to prepare by ensuring proper ventilation and protective gear, especially during scale-up or more aggressive functionalization steps. The presence of both bromine and chlorine can mean more careful disposal protocols. This resonates with anyone who has ever led a scale-up outside the comfort of a fume hood — the safe handling procedures grow more critical as batch size grows.

    In keeping with responsible practices, more labs are investing in better filtration and solvent recovery systems instead of treating halide waste as an afterthought. I’ve seen teams downsize their solvent use by tweaking reaction times or concentrations, especially with this compound’s stable handling and reliable solubility. Investing in technician training and regular waste audits pays off, making work with halogenated intermediates less hazardous over time.

    Connecting Industry to Academia: Value for Researchers

    Academic labs often drive discovery, but large-scale validation and implementation fall on industrial teams. One big appeal with 3-Bromo-5-Chloro-1H-Indazole: the paths carved out in university settings survive the transition to kilolab or pilot-plant scales. Its clear structure and well-understood reactivity help minimize the “lost in translation” effect that stymies many a promising bench discovery.

    Graduate students trying to hit their thesis deadlines benefit from a compound that reacts as anticipated, without mystery side-products taking over. Industry chemists pushing drug candidates closer to production appreciate that analytical profiles remain steady, with both NMR and other spectroscopic readings providing consistent markers batch by batch. This predictability keeps projects moving and data interpretable.

    Building for the Future: What Chemists Want Next

    Chemists across all sectors keep searching for better tools. The predictability and versatility of 3-Bromo-5-Chloro-1H-Indazole mark it as a springboard for even more tailored indazole analogs. Researchers are starting to blend the insights from successful dual-halogen systems into new ring systems, pursuing even narrower selectivity, higher yields, or reduced toxicity.

    Looking ahead, it’s likely that advances in synthetic methodologies will lead to easier and greener preparation routes. Already, academic articles discuss the move from traditional halogenation to more selective, catalyzed processes that waste fewer raw materials and produce purer products without extensive reprocessing. For now, the existing supply chains around 3-Bromo-5-Chloro-1H-Indazole meet the current demand for both research and industrial purposes, but the hunger for improved synthesis drives ongoing exploration.

    Broader Impacts: Beyond Small Molecule Synthesis

    Some industries see opportunity extending beyond pharmaceuticals. Agrochemical development, materials science, and even dye manufacturing tap into indazole chemistry. The robustness of 3-Bromo-5-Chloro-1H-Indazole fits many of these needs, offering a platform that delivers complex scaffolds quickly — which is crucial in fields where speed to testing or application carries real-world value. For those exploring thin films or specialty coatings, the indazole core, modified at strategic positions, can open doors to new physical properties.

    Experienced formulation scientists aim for intermediates that balance reactivity with shelf stability, and feedback from cross-disciplinary projects points toward a rising interest from sectors outside traditional medicinal chemistry. Synthetic flexibility translates to opportunity, and broader adoption of indazole-based reagents, including dual-halogen variants, continues to climb.

    Collaborative Progress: The Role of 3-Bromo-5-Chloro-1H-Indazole in Partnerships

    As research teams become more interconnected, specialty intermediates like this play a key role in shaping the chemistry of collaboration. Projects that unite academic groups, contract research organizations, and in-house innovation teams often build around blocks that deliver predictable outcomes. This compound, with its dual-reactive points and structural clarity, becomes a convenient meeting ground between organic, medicinal, and process chemists.

    So much of good research comes down to shared standards and repeatable results. When project timelines compress, partners don’t want to haggle over inconsistent starting material. The established history and reproducible performance of 3-Bromo-5-Chloro-1H-Indazole grant everyone confidence that the next steps will unfold as intended, even with new hands or a change of setting.

    Room for Improvement: Practical Solutions Moving Forward

    Despite the many benefits, a few sticking points still surface. Supply chain disruptions sometimes affect halogenated intermediates, especially for smaller research teams operating on limited budgets or tight deadlines. Ample forward planning, reliable vendor relationships, and clear communication about production timelines stand out as practical tools to keep research moving.

    More labs are also coordinating with suppliers to secure standing orders or bulk arrangements, sidestepping periodic bottlenecks. Additionally, some research collectives have begun consortia buying, pooling their orders to command better pricing and quicker access — a practice that could serve as a model for more resource-sharing across academic and start-up networks.

    Method development teams are also pressing for safer, more environmentally conscious alternatives to traditional halogen-introduction chemistry. The gradual integration of green chemistry principles — like using recyclable catalysts and environmentally benign solvents — reflects not just external pressure, but internal aspiration. Small shifts, like moving toward continuous flow systems or adopting new purification protocols, can lower the bar for working safely with compounds such as 3-Bromo-5-Chloro-1H-Indazole.

    Supporting the Next Wave of Innovation

    In the ever-moving world of chemical research, a versatile intermediate like 3-Bromo-5-Chloro-1H-Indazole matters because it gives teams options and confidence. I’ve seen more innovation born from reliable starting points than from leaps into the entirely unknown. This compound isn’t flashy, but it supports both creative exploration and stringent validation.

    Younger researchers, eager to make their mark, can spend more time designing and testing new molecules without wrestling lengthy troubleshooting or endless purification rounds. Mid-career scientists facing scale-up challenges in industry gain a level of insurance: reactions perform as expected, data lines up across batches, and downstream applications grow more straightforward.

    Real-World Applications: Concrete Case Studies

    Medicinal chemists at midsize biotech firms have used 3-Bromo-5-Chloro-1H-Indazole in the development of kinase inhibitor libraries — a vital area for modern cancer research. By attaching various aryl groups at the third position and selectively modifying the fifth-site chlorine, teams expanded their SAR (structure-activity relationship) studies at a speed and precision that other indazole scaffolds struggled to match.

    Outside of drug work, agricultural scientists testing new fungicidal agents have built new heterocyclic motifs around the bromo-chloro indazole, seeking both potency and environmental safety. Their selection of this particular scaffold wasn’t random — it came after several cycles of side-by-side testing with competitor intermediates, which either flagged instability or produced low yields under field-tested conditions.

    Other examples include collaborations between university research groups and industrial partners exploring flash-photolysis applications, synthesis of dyes for electronics, and even new classes of fluorescent tags for biological imaging. In each case, teams valued the combination of robustness, clean reactivity, and the knowledge that the compound would meet expectations throughout the project lifecycle.

    Conclusion: The Indispensable Value of Reliable Reagents

    Those of us who work at the intersection of synthetic chemistry and product application know that progress rarely comes from exotic or unpredictable starting points. Instead, much of the industry’s innovation depends on access to compounds that offer just enough complexity to blaze new trails, but enough reliability to keep projects on track. 3-Bromo-5-Chloro-1H-Indazole fits that bill. Its distinct substitution, shelf stability, and flexibility across research areas give it a utility that continues to matter to chemists working at every stage from early discovery to the final pre-market push.

    Science thrives when teams have dependable tools and clear knowledge about how to use them. In the landscape of specialty intermediates — where every day might call for a new combination, a novel coupling, or a better way to get from A to B — it’s intermediates like this that hold the chemistry community together. The goal isn’t just the next publication or product, but a steady march toward safer, faster, and more sustainable chemistry. 3-Bromo-5-Chloro-1H-Indazole, with its track record and adaptability, is still very much in the mix.