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4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester

    • Product Name 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester
    • Alias 4-Bromo-1-methyl-3-methoxycarbonylpyrazole
    • Einecs 834-444-0
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    346351

    Product Name 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester
    Cas Number 934258-59-4
    Molecular Formula C6H7BrN2O2
    Molecular Weight 219.04
    Appearance Off-white to pale yellow solid
    Purity Typically ≥ 95%
    Solubility Soluble in organic solvents such as DMSO, DMF, and methanol
    Smiles COC(=O)C1=NN(C)=C(BR)C1
    Inchi InChI=1S/C6H7BrN2O2/c1-9-4(2-3-10)5(7)6(8-9)11-1
    Storage Conditions Store at 2-8°C, keep container tightly closed
    Synonyms Methyl 4-bromo-1-methyl-1H-pyrazole-3-carboxylate
    Usage Intermediate for pharmaceutical and chemical synthesis

    As an accredited 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester

    Applications of 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester in Industrial Manufacturing

    As a manufacturer of 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester, we focus on providing high-purity material for advanced chemical synthesis. This compound serves as a key intermediate in several specialized sectors, particularly where strict quality management and complex synthesis steps are foundational to reliable volume production. Below we present real-world application segments, each defined by their own regulatory standards, formulation approaches, process steps, and the nature of their finished outputs.

    1. Pharmaceutical API Intermediate Synthesis

    This material is widely adopted as an essential building block during the creation of novel pyrazole-based heterocycles, particularly in research and scale-up for anti-inflammatory and oncological pharmaceutical actives. Production teams value its purity when constructing molecular cores in multi-step routes, especially for molecules targeting COX pathways or specific kinase inhibitors.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • USP and Ph. Eur. monograph requirements for impurity profile
    • Validation for trace metal and halide residues
    • FDA and EMA cGMP audit readiness for intermediates

    Typical usage ratio

    • Varies from 0.3 mol to 1.5 mol per finished API batch, based on target compound’s stoichiometry in multi-step syntheses; precise loading determined by specific pathway yield optimization during process scale-up

    Downstream process integration

    • Integrated at the cyclization or alkylation stage, often after a halogen-lithium exchange or Suzuki coupling step, in anhydrous solvent systems under inert gas; follows on from basic pyrazole synthesis to introduce the bromo-methylcarboxylate moiety

    Final product types

    • Advanced pharmaceutical intermediates for further functionalization
    • Final API molecules with anti-inflammatory properties
    • Cancer kinase inhibitor lead structures
    • Small-molecule drug candidates for late-stage development

    2. Crop Protection Active Ingredient Synthesis

    Agrochemical R&D and production facilities use this pyrazole derivative in synthesis routes toward potent fungicides and selective herbicides. Its unique substitution pattern enables downstream chemists to build azole-based actives optimized for stability and target selectivity, particularly for cereal and vegetable crops.

    Industry compliance standards

    • ISO 9001:2015 quality system for agrochemical intermediates
    • FAO/WHO pesticide specification guidelines
    • EU REACH registration for intermediates
    • Good Laboratory Practice (GLP) for intermediate batches in registration samples

    Typical usage ratio

    • 0.6–1.4 equivalents per synthesis batch, typically adjusted based on byproduct minimization goals in large-scale technical-grade active ingredient manufacturing

    Downstream process integration

    • Used in the step introducing the bromo group prior to ring functionalization and ester hydrolysis; often follows direct alkylation or amidation procedures in a controlled inert atmosphere

    Final product types

    • Pyrazole-based fungicide technical concentrates (TCs)
    • Herbicide intermediates for selective weed management
    • Active ingredient pre-mixes for cereal protection
    • Azole-derived insecticide scaffolds

    3. Specialty Chemical Intermediates for OLED Precursors

    Advanced materials companies turn to this compound during the synthesis of specialized heterocyclic cores used as electron-transport materials or emitter precursors in organic light-emitting diode (OLED) display production. Its molecular structure supports further functionalization, enabling the development of small-molecule organic semiconductors and dopant frameworks with precise optical properties.

    Industry compliance standards

    • ISO 14001 environmental management during solvent use
    • RoHS Directive 2011/65/EU compliance for electronic materials
    • Internal QC protocols for trace halogen and heavy metals
    • SEMI (Semiconductor Equipment and Materials International) purity benchmarks

    Typical usage ratio

    • 5–15% (w/w) relative to total substrate feed, with loading adjusted for desired luminescent intensity, process efficiency, and batch size in pilot or full-scale OLED intermediate manufacturing

    Downstream process integration

    • Reacted during the condensation or Suzuki-Miyaura cross-coupling stages to introduce electronic functionality; frequently included in nitro-reduction or methylation steps preparing core OLED precursor structures

    Final product types

    • Pyrazole-based electronic-grade intermediates
    • OLED emitter molecule precursors
    • Custom small-molecule organic semiconductor materials
    • Functionalized doping agents for device fabrication

    4. Fine Chemical Synthesis for Analytical Reference Standards

    Producers of analytical grade standards employ this material when preparing reference solutions for advanced method validation and instrument calibration. Its consistent, well-characterized impurity profile supports stringent analytical protocols in pharmaceutical, forensic, and environmental laboratories worldwide.

    Industry compliance standards

    • ISO/IEC 17025 accreditation for analytical reference material production
    • ICH Q6A specifications for analytical standards
    • USP Reference Standard acceptance criteria
    • Traceability to NIST standard reference materials

    Typical usage ratio

    • Hydroxylation or hydrolysis batches typically use a 1:1 molar ratio based on target compound, with minor scale adjustments for mg/g-level standard set preparation

    Downstream process integration

    • Begins at the esterification or carboxyl protection step, followed by targeted derivatization; material introduced to maintain structural integrity for highly pure standard manufacture

    Final product types

    • Analytical standard powders and crystalline substances
    • Certified calibration solutions for LC-MS, GC-MS, and HPLC
    • Reference materials for method validation panels
    • Field testing kits for environmental residue analysis
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    More Introduction

    4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester: Pushing Precision in Modern Chemistry

    A Chemical with Purpose and Versatility

    4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester stands as a practical tool for chemists looking to get the job done right. While the name may trip up people on its first read, the compound itself keeps things straightforward in function. Producers of specialty chemicals often need intermediates that serve more than one purpose, and that's where this compound earns its spot on the shelf.

    Boasting a formula that incorporates a bromo substitution and a methyl ester group tied to a pyrazole ring, this compound takes a central position in synthetic development. Lab work in pharmaceutical and agricultural research leans heavily on reliable intermediates. Out of the compounds that frequently cycle through reaction flasks, it’s become clear through years behind the bench that some structures bring more opportunities for transformation. This one slots neatly into pathways leading to biologically active molecules, thanks to the combination of halogen, methylation, and esterification. Researchers working on heterocycle-focused projects or those keen on diversifying their libraries usually keep an eye out for building blocks with this sort of reactivity.

    Not Just a Number: Unique Structure, Real Results

    Chemists pay plenty of attention to how modifications on a pyrazole ring change reaction outcomes. Swapping out a hydrogen for a bromine at the fourth position doesn’t sound like much, yet it opens the door for Suzuki couplings, halogen-exchange reactions, or sophisticated cross-coupling protocols. Adding a methyl group to the nitrogen at position one provides a push toward N-methylation — a step that lends itself to improved membrane penetration for drug candidates, among other effects. The methyl ester at the third position turns what would be a simple acid into something that interacts smoothly with common reagents, skips some purification headaches, and offers a good starting point for further tweaks.

    Working in a lab, it's easy to overlook why a molecule like this gets picked out of catalogs. People may notice subtle changes in reactivity or yields, but it’s the combination of manageable reactivity, shelf stability, and reliable supply that climbs to the surface. Heterocyclic chemistry has a reputation for unforgiving, temperamental reactions. Compounds that keep things predictable become favorites. Over the years, comparing dozens of bromo-pyrazole derivatives, it's been clear that the presence of a methyl ester pushes this particular one to the front for making custom amides, hydrazides, or for incorporation into fused ring systems.

    Specifications That Matter in Day-to-Day Science

    A solid reagent doesn’t just show up in a bottle — it delivers a consistency that means results come out right every time. Choosing 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester means picking a chemical that keeps its form in storage, handles safely on the bench, and delivers clear readings during characterization steps. Run a sample on NMR or LC-MS, and signals align with expectations thanks to the structure’s symmetry and substitution pattern. In the workup, wash protocols go smoothly, free from the stickiness or unpredictability that come from tars or unstable intermediates.

    Weighing up fine-powdered product versus oil often has practical impacts on how quickly a chemist can work through a series of reactions. This ester provides a manageable solid state — easy to handle, to weigh, to store. Containers don’t clog with static or humidity. Shelf life stretches far past the unreliable solutions that some other intermediates require.

    Lessons Learned From Real-World Applications

    Spending years in synthesis teaches a lot about the difference between theory and the chaos of real lab work. It might look like any substituted pyrazole can fill in for another, but getting high purity from analogs with different substituents quickly shows how small structural differences ripple through an entire process. Halogen position plays a real role in selectivity and downstream functionalization. Some derivatives drift toward undesired byproducts, particularly if steric clashes or unwanted side reactions sneak by. The ester group, rather than a carboxylic acid or an amide, keeps workups simple and opens up a reliable route for future steps without the need to guard reactive sites.

    In an age where reproducibility and speed matter more than ever, smart choices up front in route design save headaches down the line. 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester avoids messes that can derail overnight reactions or require complicated separations. That's meant steady demand in contract research, med-chem explorations, and agrochem pipeline scouting.

    Comparison: Diverse Chemistry, Real Differences

    Many bromo-pyrazoles make their way through catalogs and inventories. Some lack the methyl group and take on different conformations or reactivity profiles under standard catalytic conditions. Others stick with the acid instead of the ester form, but acids like that can limit solubility in organic solvents and sometimes make purification more of a challenge. Reality shows up strongest during scale-up — certain esters, like this one, simply wash out cleaner and resist hydrolysis by stray moisture in the air, compared to their acid counterparts.

    Looking across the board at modifications presents a wide range of influences on both the speed and reliability of synthesis. The bromo at the fourth position doesn't just increase the number of cross-coupling options; it steps in as a marker for transformations that let scientists install entirely new moieties. Swapping positions often pushes the reaction sequence toward side paths, demanding more real-time observation and time-consuming troubleshooting. The N-methyl alteration builds in a unique pharmacokinetic potential not afforded by the parent pyrazole, a feature drug designers carefully consider in early lead selection.

    Why People in the Lab Keep Choosing This Compound

    Everyone who’s spent time in synthetic chemistry or process R&D knows that not all intermediates are created equal. Getting a new project off the ground doesn’t just involve dreaming of transformative chemistry — it means using molecules that show up as described, that react as they should, and that pull their weight in a quick-moving workflow. Through the years, the use of 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester has settled into a groove for several reasons. Consistency in supply, purity that matches or exceeds quoted specs, and a manageable hazard profile combine to lessen the friction between idea and result.

    That predictability can’t be undervalued. Wasted time hunting for elusive impurities or stuck with hard-to-dissolve samples adds up quickly. The methyl ester avoids the solubility issues tied to free acids and provides an easy launching point when the next step needs a basic hydrolysis, a simple transesterification, or a new coupling with a broad palette of nucleophiles.

    Challenges on the Horizon

    No compound escapes the careful gaze of those who plan for safety and scalability. Halogenated intermediates stir up well-founded concerns both for people and the planet. Brominated compounds in particular require thought in waste handling, with high-temperature incineration often viewed as the responsible route. The world’s push for safer, greener reagents keeps highlighting both the versatility and the liability of classic halogens.

    For those trying to design synthetic routes that reduce overall waste, or adjust for new regulatory pushes on emissions and effluent, the question isn’t whether the chemistry works — it’s about how to close the loop. People in labs have already started swapping in alternative leaving groups or exploring enzymatic alternatives, but for now, clarity and transparency at each stage of the synthesis count. The methyl ester group softens environmental concerns compared to legacy solvents or troublesome leaving groups, yet its production still relies on careful stewardship.

    Responsible Sourcing, Use, and Future Directions

    Duplicate experiments and robust data have shown where this compound fits best: where its reactivity saves hours, where its stability prevents material losses, and where its clarity in analysis keeps projects moving. Efforts to move toward more circular chemistry — reclamation, recycling, and reactivation of spent intermediates — are still catching up, but some research points to clever approaches using modern purification and waste capture systems. The future will likely see more hybrid models, blending the reliability of traditional intermediates like this one with newer, lower-impact protocols.

    It might sound routine to focus on purity and performance, but anyone who’s run complex multistep campaigns knows that batches that measure up don’t just make life easier, they open new lines of inquiry. The ester’s role as a functional handle rarely presents obstacles in even the most sensitive reactions, and the bromo moiety offers a solid foundation to build on. That’s why in many research groups, this chemical finds its way off the shelf time and again, especially when uncertainty must be kept to a minimum.

    Insights from Day-to-Day Lab Life

    After long hours spent scouring chemical inventories and logging experimental outcomes, what counts most is not just cost or catalog description. Chemistry at the bench is as much about trust in your materials as it is about skill with glassware. Long after running the hundredth NMR or pulling the fiftieth batch from a column, people remember which intermediates delivered time after time. It's a lesson driven home in late-night troubleshooting sessions and during last-minute scale-ups for a deliverable. 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester stands out for its reliability and clarity in this long-haul process.

    A product’s story is always wrapped up in how it interacts with real intentions. In years spent shifting between pharma, academia, and contract manufacturing, the decision is almost always pragmatic: does this reagent give what it offers, without surprises? Here, ongoing positive feedback comes less from marketing and more from what shows up on the balance after drying, in the clean split of TLC bands, or the absence of ghost peaks on a chromatogram.

    Solutions for Safer, Smarter Chemistry

    Broad adoption of any halogenated intermediate brings a push for tighter safety controls and greener protocols. Recent years have seen steady rises in air and water monitoring around sites using brominated species. Responsible use starts with worker protection, running through solid training on handling powders, using robust personal protective equipment, and keeping detailed logs of use and storage.

    Downstream, options for safer disposal have appeared, with modern high-temperature incinerators designed to neutralize halogenated waste more thoroughly. Teams choosing this compound for synthesis projects weigh in on greener choices for workups as well — shifting toward water-based quenching steps, limiting use of toxic co-solvents, and exploring one-pot simplifications that cut out unnecessary waste streams.

    Solutions also flow from the feedback loop of open science. Scientists share techniques for using less of the compound per reaction, refining catalysis conditions, or getting product at higher yields from less starting material. Progress builds step by step, cutting not only costs but also environmental footprints over time.

    Moving Forward in Confidence and Capability

    Every change in chemical use, from the small-lot researcher to the full-scale manufacturer, adds context to the story of 4-Bromo-1-Methyl-1H-Pyrazole-3-Carboxylic Acid Methyl Ester. In the hands of skilled professionals, this compound offers both promise and predictability. The proof sits in the reproducibility logs, the quiet relief on busy mornings when a reaction performs just as planned, and the lasting ties it helps forge between idea and tangible discovery.

    Even as industry shifts toward more sustainable chemistry, compounds with balanced profiles — solid science, tight specifications, adaptability across synthesis types — will keep their place. That’s not just a matter of standardization, but an outcome of thousands of choices aimed at building better chemistry, with greater impact, for research and beyond.