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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.