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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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| Shipping | |
| Storage |
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.