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

    • Product Name 4-Bromo-1H-Pyrazole-3-Carboxylic Acid Ethyl Ester
    • Alias Ethyl 4-bromo-1H-pyrazole-3-carboxylate
    • Einecs 624-679-0
    • 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

    991100

    Product Name 4-Bromo-1H-Pyrazole-3-Carboxylic Acid Ethyl Ester
    Cas Number 63902-38-5
    Molecular Formula C6H7BrN2O2
    Molecular Weight 219.04 g/mol
    Appearance White to off-white solid
    Purity Typically ≥ 95%
    Melting Point 68-71°C
    Solubility Soluble in organic solvents like DMSO, DMF
    Smiles CCOC(=O)c1c[nH]nc1Br
    Inchi InChI=1S/C6H7BrN2O2/c1-2-11-6(10)4-3-5(7)9-8-4/h3H,2H2,1H3,(H,8,9)
    Storage Temperature Store at 2-8°C

    As an accredited 4-Bromo-1H-Pyrazole-3-Carboxylic Acid Ethyl 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-1H-Pyrazole-3-Carboxylic Acid Ethyl Ester

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

    As a direct manufacturer of 4-Bromo-1H-Pyrazole-3-Carboxylic Acid Ethyl Ester, we supply this high-purity intermediate to OEM producers and specialty chemical integrators serving advanced synthesis tracks. Below, we detail its established applications across pharmaceutical, agrochemical, and fine chemical industries, highlighting real-world manufacturing routes, compliance frameworks, in-process usage, and end product formats.

    1. Branded Pharmaceutical API Synthesis – Pyrazole-Based Drug Intermediates

    This intermediate plays a central role in the synthesis of several pyrazole-derivative APIs, especially in the manufacturing steps for anti-inflammatory and oncological compounds. Major pharmaceutical producers leverage its functional bromine and carboxylic ester groups for targeted ring transformation and functionalization, integrating it pre-final cyclization and purification steps in their routes. Every batch shipped conforms to strict pharmacopoeial and cGMP systems, so downstream customers retain full regulatory traceability and batch validation for prescription and investigational new drugs.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • EU GMP Part II
    • USP/Ph. Eur. monograph requirements for relevant APIs (as starting material)
    • FDA 21 CFR 210/211 control for synthesis intermediates

    Typical usage ratio

    • Ranges from 0.8 to 1.1 molar equivalents per target API moiety, adjusted based on substrate load and process yield in specific synthesis schemes

    Downstream process integration

    • Introduced in pre-heterocyclization or side-chain installation stages, often as a coupling substrate or halogen exchange partner; chemical transformation continues through condensation and hydrogenation steps before API isolation

    Final product types

    • Non-steroidal anti-inflammatory APIs
    • Small-molecule oncology intermediates
    • Pyrazole-modified CNS therapies
    • Investigational lead compound libraries

    2. Crop Protection Ingredient Synthesis – Herbicide & Fungicide Core Building Block

    Chemical manufacturers in the agrochemical sector use this ethyl ester derivative as a nucleus for constructing selective herbicidal and fungicidal actives containing the pyrazole motif, due to its compatibility with catalytic halogen substitution and ester group reactivity. Typical processes include solution-phase condensation with aryl amines or ketones, followed by controlled hydrolysis or substitution reactions, enabling production of high-value actives that pass industry toxicity and residue validation.

    Industry compliance standards

    • FAO and WHO guidelines for pesticide manufacturing
    • ISO 9001:2015 for agrochemical process QC
    • REACH/CLP regulations (EU) for chemical registration
    • China GB/T 31270—pesticide safe production requirements

    Typical usage ratio

    • 0.5–1.2 molar equivalents per desired pyrazole ring system, dependent on the targeted substitution pattern and downstream hydrolysis base

    Downstream process integration

    • Added as a core condensation component after initial aromatic halogenation, allowing for selective functional group assembly and subsequent oxidation prior to formulation blending

    Final product types

    • Active herbicidal pyrazole esters
    • Fungicidal azole analogs
    • Intermediate precursors for broad-acre pesticide formulations
    • Technical grade crop protection active ingredients

    3. Specialty Pigment and Dye Synthesis – Construction of Pyrazole Colorants

    Selected colorant manufacturers employ 4-Bromo-1H-Pyrazole-3-Carboxylic Acid Ethyl Ester in the tailored synthesis of specialty heterocycle-based pigments and intermediates for printing inks and high-performance coatings. The raw material acts as a precursor for constructing pyrazole-modified chromophores via palladium-catalyzed cross-coupling and subsequent ester exchange reactions. These manufacturing flows meet the requirements for color fastness and safety set by the pigment industry.

    Industry compliance standards

    • EN 71-3 (Safety of Toys, migration of certain elements) for pigments in children’s products
    • REACH Annex XVII (prohibition of specific hazardous colorants)
    • ISO 1248 (inorganic pigment specification)
    • GMP for colorant batch traceability (where required)

    Typical usage ratio

    • 0.6–1.5 molar equivalents, adjusted according to chromophore extension and side group planarity required in pigment architecture

    Downstream process integration

    • Utilized as an initial coupling substrate in Sonogashira or Suzuki cross-coupling reactions, followed by ester hydrolysis and pigment electron donor incorporation; intervenes before final precipitation and drying

    Final product types

    • Pyrazole-based dyes for inkjet or gravure printing
    • Specialty pigments for plastics and masterbatch coloration
    • High heat-stable and UV-resistant coating dyes
    • Color concentrates for automotive finishes

    4. Custom Fine Chemical Synthesis – Scaffold for Heterocycle-Based Reagents

    In custom chemical manufacturing, advanced research and development projects utilize this raw material as a foundation in the creation of pyrazole-containing ligands and specialty reagents. The ester facilitates orthogonal functionalization, while bromine enables selective halogen-metal exchange reactions, making the compound suitable for synthesis of building blocks for catalysts and organic electronic materials, often under strict documentation demands for consistency and purity across batches.

    Industry compliance standards

    • ISO 9001:2015 for fine chemical synthesis
    • OECD GLP guidelines where custom chemicals serve regulated studies
    • ROHS and SVHC restrictions (where electronics are downstream targets)
    • Internal corporate purity and impurity standards for electronic intermediates

    Typical usage ratio

    • 1.0–1.3 molar equivalents, modulated by the reactivity of coupling partners and the efficiency of ligand introduction in multi-step syntheses

    Downstream process integration

    • Employed as the central scaffold in batch or semi-continuous synthesis lines, enabling selective bromo-metal exchanges and ester aminolysis prior to isolation of advanced intermediates or functional ligands

    Final product types

    • Custom ligand scaffolds for transition metal catalysis
    • Specialty pyrazole-based electronic materials
    • Photoinitiator intermediates for 3D printing applications
    • Heterocycle-based chemical toolkits for R&D
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    Certification & Compliance
    More Introduction

    Bringing Precision and Reliability: A Closer Look at 4-Bromo-1H-Pyrazole-3-Carboxylic Acid Ethyl Ester

    Opening New Frontiers in Chemical Synthesis

    4-Bromo-1H-pyrazole-3-carboxylic acid ethyl ester stands out in the toolkit of modern synthetic chemists. Those working in pharmaceutical R&D or specialty chemical development know that the difference between success and a dead end often comes down to the building blocks used. This compound, modeled with four carbon atoms on its pyrazole ring and defined by a bromo substitution, makes a critical difference in reactions that rely on both selectivity and reactivity.

    The model number often referenced for this compound depends on the chemical supplier, but its CAS number, 936940-50-6, typically identifies it most clearly. Its molecular formula, C6H7BrN2O2, describes a structure designed for versatile use across challenging reactions. That matters, because working chemists can’t afford hunches; they need materials that deliver consistent outcomes and follow rigorous characterization standards such as NMR, HPLC, and MS verification. Batch quality doesn’t just exist as a footnote. In my experience, working with suppliers who invest in tight lot controls and accurate certificates means fewer unwelcome surprises during scale-up or validation.

    Why Synthetic Integrity Matters

    Every medicinal chemist will tell you that the pyrazole scaffold shows up everywhere. Whether in agrochemical discovery or as a building block in kinase inhibitors, the pyrazole core delivers the backbone for potent activity. What makes this particular compound compelling is the combination of the bromo group at the 4-position and an ethyl ester functionality at the 3-carboxylic acid site. This specific substitution opens doors for regioselective transformations such as Suzuki-Miyaura couplings or further functional group manipulations; direct arylation, halogen exchange, or even esterification protocols perform with a higher yield thanks to this structure.

    Comparisons with similar pyrazole derivatives make its advantages clearer. For researchers familiar with standard 1H-pyrazole-3-carboxylates, there’s often frustration at stubborn reactivity or a lack of handle for downstream modifications. Adding the bromo function changes the game. Bromo groups lend themselves to a wide range of cross-coupling strategies, all but essential in modern drug development. Having an ethyl ester instead of a methyl group or even a free acid modifies solubility and lets synthetic chemists fine-tune both reactivity and isolation steps.

    A Useful Tool for Research and Industry

    This compound comes into play across small-scale medicinal chemistry efforts and larger, process-driven campaigns. Its crystalline appearance, usually as a pale solid, and quantitative purity (often exceeding 98% by HPLC) make handling straightforward. Those who have spent days purifying low-yield intermediates know the difference a high-purity starting material can make. Each batch I’ve used, sourced from a reputable lab specialty supplier, met all the analytical controls demanded by modern QC workflows – a necessity in any environment where process data flows directly into compliance systems.

    One aspect worth highlighting involves safety and storage. Though no chemical is risk-free, this compound remains manageable in standard laboratory settings. Experience shows that proper PPE—protective gloves, eyewear, and common-sense handling—keep labs running safely during the set-up of batch runs or exploratory reactions. Its shelf stability, barring exposure to moisture and light, outperforms some related esters prone to hydrolysis or decomposition.

    Making a Difference in Synthesis Challenges

    The cost of failure in synthetic routes can be measured in lost weeks and wasted budgets. Every organic chemist I know relies on robust building blocks to anchor multi-step syntheses. 4-Bromo-1H-pyrazole-3-carboxylic acid ethyl ester often appears at decision points. Design a new kinase inhibitor? A bromo-pyrazole ester offers two functional sites ripe for rapid diversification. Its coupling efficiency streamlines analog preparation, letting researchers focus on active compound selection rather than troubleshooting basic transformations.

    One strong example came during a project optimizing a library of novel anti-infective agents. Our team selected this bromo-ester specifically to maximize options for late-stage diversification. Instead of hitting stubborn bottlenecks during cross-coupling, the compound’s chemistry moved swiftly. The ease of handling and consistent yields—upwards of 85% under common palladium-catalyzed protocols—pushed the project ahead of schedule. Manufacturing colleagues were quick to point out the lower impurity profiles generated during process development, saving substantial time during downstream purification.

    Not All Pyrazoles Are Created Equal

    Differences between 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester and its close relatives highlight the importance of molecular tuning. Common pyrazole derivatives like the non-bromo versions or those carrying methyl esters miss out on important reactivity windows. The strategic bromo attachment provides an easy entry point for arylation or vinylation, helping push bioactive compound screening forward at pace. Chemists crave options for late-stage functionalization, and this product delivers exactly that.

    Compare this compound with its acid version—4-bromo-1H-pyrazole-3-carboxylic acid—and the message grows clearer. The ethyl ester resists hydrolysis during tough transformations, supports organometallic handling, and can be selectively converted to the free acid if needed. Selecting the right ester group has real consequences on solubility during preparations and on chromatographic resolution during purification. The best synthetic groups rely on this subtle flexibility to drive cleaner workups and simplify production scale-up.

    Trust Built on Transparency and Provenance

    Chemists and chemical engineers rely on product documentation and origin as much as they do on a compound’s structure. Genuine trust in 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester comes from traceable supply chains, transparent analytical records, and supplier attention to detail. I recall the headaches from earlier in my career, running into batches with mysterious contaminant peaks or incomplete legalization paperwork. Hard-won experience shows the difference a reputable supplier and a tight batch record can make, especially as projects move from bench to pilot plant or toward regulatory review.

    More groups now take up rigorous quality systems and publicize their adherence to ISO or cGMP standards. As a bench chemist or a process analyst, you want to see every spectral trace, HPLC overlay, and residual solvent report before you weigh out a single gram. The proven provenance of this compound supports every downstream milestone, from screening new biological scaffolds through to process intensification and the final stages of scale-up validation.

    Supporting the Drive Toward Greener Chemistry

    A critical challenge in specialty chemicals and pharmaceuticals involves more than yield and purity. Environmental stewardship and sustainable chemistry mark another key area of progress. The broad applicability of 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester fits neatly with modular syntheses and telescoped processes that reduce solvent usage, minimize hazardous waste, and curb energy demands. Having access to a well-defined starting material that supports direct coupling or functionalization minimizes the need for extra protection/deprotection steps—a real victory for both budgets and sustainability efforts.

    My own projects in flow chemistry and high-throughput experimentation benefited from the reproducibility of this compound. Its consistent reaction profile across multiple vendor sources eliminated batch re-optimization, letting our team reduce solvent consumption and work-up times. Cleaner reactions with fewer byproducts translate to easier solvent recycling and less downstream disposal, shrinking the project’s environmental footprint.

    Empowering Advanced Research and Application

    Scientists and industry leaders see rapid change in the ways new medicines and advanced materials are discovered. The move to automated and high-throughput workflows rewards compounds that handle reproducibly and offer multiple downstream routes. The robust performance of 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester meets the demands of both veteran researchers and fresh entrants to the field. I’ve seen undergraduate students and postdocs alike use it to assemble focused libraries in weeks instead of months, thanks to its predictable coupling and hydrolysis pathways.

    More specialized industrial teams increasingly rely on such smartly designed intermediates as they push into realms of antibody-drug conjugates, targeted small molecules, or even functional dyes. Multiple companies share case studies where pyrazole-derivatives like this one formed the starting point for weeks of iterative optimization, letting them scale from milligrams in discovery to kilograms for preclinical testing. As automation moves forward, the value of a reliable, multifunctional starting material will only grow.

    Building Blocks for a Future of Innovation

    Across dozens of cross-coupling experiments, reaction screening efforts, and scale-up batches, 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester stood up to every test we put it through. Its smart structure supports a range of synthetic needs, from Suzuki and Sonogashira couplings to selective hydrolysis and interesting cascade transformations. Chemists, whether in academia or industry, lean hard on building blocks that deliver efficient, predictable transformations. From my bench to process scale, the product enabled parallel syntheses, rapid analoging, and minimized isolated impurities.

    The contrast between this compound and less versatile pyrazoles comes into focus during difficult campaigns. Replacing a methyl ester with an ethyl ester or adding the bromo atom at just the right spot can mean days saved in purification, fewer failed screens, and cleaner intellectual property footprints. The right substitution at the molecular level often becomes the difference that launches a promising hit into a preclinical lead or helps anchor a scalable synthetic route. I remember more than one project where switching to this building block broke a month-long impasse.

    Meeting the Practical Needs of the Lab

    I’ve come to appreciate efficiency—not just for budgets, but for morale and momentum in a research group. Choosing a compound known for high purity, lot traceability, and functional flexibility saves time otherwise lost to troubleshooting or repeated purifications. 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester fits smoothly into workflows for both experienced staff and early-career scientists. The straightforward physical properties—handling as a non-hygroscopic, robust solid—lets labs stock and use it without elaborate storage or process controls. Anyone who’s spent time chasing down why a cross-coupling won’t run overnight, only to trace it back to an unstable starting ester, has felt the cost of cheaping out on reagents.

    The compound’s practical advantages show up during downstream processing as well. Solvent extractions, crystallizations, and chromatographic separations all stay manageable thanks to the solubility profile of the ester. Fewer side reactions and clear separation from byproducts add up quickly. As new teams turn to automation for both small- and medium-scale syntheses, having a reliable, well-characterized substrate assures a consistent start, every time.

    Supporting Quality and Compliance Standards

    Those who handle regulated or quality-sensitive production cycles know just how critical documentation can be. 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester, with its routine analytical records—NMR, HPLC, MS—fits directly into electronic batch records and supports rapid validation. The suppliers dominating this space align tightly with evolving standards, both local and global. Multinational players seek not only purity but clear evidence of process reproducibility and supply chain reliability. In my work moving compounds from research scale to validated cGMP production, having suppliers who shared full spectral data, impurity analyses, and shipping tracebacks reduced risk at every turn.

    Frequently updated safety data sheets and transparent revision histories now reflect best practices as the sector pushes for better documentation and smarter hazard management. Teams benefit from being able to quickly integrate each batch into automation systems or electronic laboratory notebooks, minimizing paperwork and keeping key information accessible.

    Lessons Learned in a Rapidly Changing Field

    Watching the evolution of synthetic chemistry and industrial development, the demand for high-value intermediates only grows. 4-bromo-1H-pyrazole-3-carboxylic acid ethyl ester stands out as a point of leverage for teams chasing tighter timelines, higher compliance requirements, and lower environmental impact. Experience across academia and industry has proven that the right reagents, supported by strong documentation and supply networks, make process success all but inevitable.

    Specialty pyrazoles, especially those with tunable esters and strategic halogenation, offer not just reaction handles but also a foundation for new molecular innovation. Adaptable, easy to handle, and supported by strong industry standards, this compound helps researchers push what’s possible in chemical synthesis. By focusing on trusted supply, analytical rigor, and practical flexibility, chemists can meet the challenges of drug discovery, advanced materials production, or academic exploration—one reliable building block at a time.