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HS Code |
394631 |
| Product Name | 4-Bromo-1-Methyl-1H-Pyrrole-2-Carboxylic Acid Methyl Ester |
| Chemical Formula | C7H8BrNO2 |
| Molecular Weight | 218.05 g/mol |
| Cas Number | 55300-12-8 |
| Appearance | Light yellow to brown solid |
| Purity | Typically >97% |
| Melting Point | 62-65 °C |
| Solubility | Soluble in organic solvents (e.g., dichloromethane, methanol) |
| Storage Conditions | Store at 2-8 °C in a cool, dry place |
| Smiles | COC(=O)C1=CC(Br)=NC1C |
| Inchi | InChI=1S/C7H8BrNO2/c1-9-4-5(8)3-6(9)7(10)11-2/h3-4H,1-2H3 |
| Synonyms | Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate |
As an accredited 4-Bromo-1-Methyl-1H-Pyrrole-2-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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Innovation often begins with finding substances that unlock new possibilities. 4-Bromo-1-Methyl-1H-Pyrrole-2-Carboxylic Acid Methyl Ester opens doors in laboratory research thanks to its versatile structure. This compound usually grabs attention for the bromine atom attached to the pyrrole ring, a feature seasoned chemists know can add significant value in organic synthesis. Methylation brings another layer, making the molecule interesting for groups looking to conduct further transformations or explore bioactive derivatives. Having spent long evenings in analysis-driven environments, I’ve learned that finding a compound with this mix of stability and reactivity can set a new pace for a project.
Model customization and exact specifications always matter in chemistry. The structure—C7H8BrNO2—reflects the balance it carries: bromine for subsequent functionalization, a methyl ester moiety that feels like an invitation to derivatization, and a core pyrrole framework so many modern applications depend upon. It often presents as a solid, pale to light brown in color, which tells a story of purity without the need for flashy crystals or dyes. Purity often approaches or exceeds 97%, making it much more reliable than lower grade intermediates that complicate downstream synthesis.
I remember projects being derailed by contamination and struggle when resources went toward re-purifying off-the-shelf intermediates. Reliable specs help avoid wasted weeks. Here, analytical labs use NMR and mass spectrometry to confirm structure and integrity, and buyers usually request batch data to double-check consistency. That habit, which grows with experience, gives much-needed confidence when planning multi-step syntheses.
Practical use often centers around pharmaceutical and organic synthesis. For medicinal chemistry, the pyrrole core provides a known pharmacophore; many biologically active molecules trace their roots back to pyrrole modifications. Attaching a bromine makes it straightforward to couple additional groups using classic cross-coupling techniques—Suzuki, Heck, or Buchwald-Hartwig reactions have become almost routine with such starting points. Whenever a project called for an innovative heterocycle or an expanded conjugated system, starting with a pre-brominated building block cut weeks off development.
Many colleagues develop libraries of small molecules for early-stage drug discovery. A methyl ester means a gentle hydrolysis turns the compound into the corresponding acid, which broadens its use further. Flexibility in reactivity keeps options open. In practice, the compound lands in research labs focused on oncology, anti-viral work, or even advanced material science, since pyrroles also feature in novel conductive polymers. To me, that blend of potential always made sourcing the right intermediate a small but key decision in any synthetic campaign.
Lots of pyrrole derivatives exist, but not all share this mix of features. Adding bromine changes reaction possibilities; methylation at the nitrogen ensures different pharmacokinetic properties if the compound finds its way into biological screens. The methyl ester also distinguishes it from carboxylate salts or acids, which can be less stable or harder to purify under certain conditions. That difference can seem small on paper, but during a difficult workup or purification, the decision to opt for an ester versus a salt becomes critical.
Price reflects both supply and demand. Intermediates with bromo groups sometimes cost more than their non-brominated relatives due to synthetic complexity, but the added expense is justified by increased versatility in downstream chemistry. If you’re working with a tight budget or a grant timeline, it’s smart to compare the structure with other commercial pyrrole derivatives. Still, the premium for a ready-to-use bromo-ester can avoid the headaches that come with bromination and methylation under less-than-ideal lab conditions.
No product arrives without some drawbacks. 4-Bromo-1-Methyl-1H-Pyrrole-2-Carboxylic Acid Methyl Ester can require special handling. Brominated organics sometimes give off pungent odors or irritate sensitive skin; appropriate lab practices help avoid accidents. Also, this type of intermediate isn’t produced on an industrial scale, so bulk availability sometimes creates a bottleneck for bigger projects. I’ve been caught waiting weeks for international shipments when timelines were tight and alternative sourcing proved risky. These obstacles shape real-world planning more than most spec sheets admit.
Intellectual property can play a hidden role. Labs using this product for patent-dependent projects need clarity about synthetic routes and novelty. Copyright disputes can flare if the starting building block is covered by a restrictive patent, especially in pharmaceutical development. Experienced research teams keep a close eye on supplier documentation and even conduct background checks on precursor patents, which adds another layer of due diligence to the procurement logic.
It’s easy to assume that all pyrrole-based intermediates act similarly, but in practice, minor changes lead to major differences. Unsubstituted pyrroles might offer more direct modification at the nitrogen, but they lack elemental handles for specific cross-couplings. I recall projects that relied on non-brominated pyrroles demanding extra synthetic steps, longer reaction times, and more cleanup work. The extra bromine here turns what would be an arduous three-step sequence into something straightforward, particularly for library synthesis.
Compare this methyl ester version to a carboxylic acid analogue, and the contrasts keep growing. Carboxylic acids sometimes complicate coupling reactions due to solubility or incompatibility with certain reagents, especially in less polar solvents. Methyl esters handle air and moisture with more grace and take to derivatization more willingly in many cases. Switching between the two comes down to recognizing the subtle interplay between structure and reactivity—a lesson only learned after years of frustrating reruns.
Substitution patterns matter, too. A bromine in the 4-position offers a different functional “handle” from halogenation elsewhere on the ring. In cross-coupling, that’s the difference between a clean reaction and a mixture of unwanted side products. Colleagues often debate which substitution route leads to the highest yields or lowest purification burden, but side-by-side comparisons over months of lab work tend to settle those questions with data rather than theory.
Organic synthesis relies on building blocks that bring predictable reactions and robust results. For medicinal chemists, a molecule like 4-Bromo-1-Methyl-1H-Pyrrole-2-Carboxylic Acid Methyl Ester is a launching point for creating analogs of interest. The bromine atom, strategically placed, provides entry into a world of coupling reactions that allow attachment of more complex functional groups designed to optimize biological activity or fine-tune properties such as solubility and cell permeability.
During my graduate work, efforts to expand small molecule libraries for kinase inhibitors began with halogenated heterocycles. Methyl- and bromine-substituted pyrroles frequently produced more active hits during cell screening, as bromine played a role in modulating electronic structure and metabolic stability. Projects in agrochemical discovery benefited similarly, since minor changes in structure created major differences in interactions with target enzymes. The flexibility of the ester group further expanded the options—saponify to an acid when later reactions demand new functionality.
Material scientists find value, as well. The extended conjugation available with pyrrole rings—even with substituents—can yield monomers for advanced polymer development. Conductive polymers or optical materials sometimes rely on unusual monomer units, and starting with a functionalized pyrrole helps streamline those syntheses. Such arcs show how a niche intermediate, in skilled hands, supports everything from drug design to smart materials research.
Sourcing for specialty intermediates can pose challenges. Laboratories increasingly rely on digital catalogs and trusted vendors, but personal experience has taught me to cross-check batch certification and request spectral data before committing. Finding a supplier with consistent track records avoids disruptions—no substitute for trust built over years through on-time delivery, clear documentation, and responsive feedback.
Experienced chemists know that surprises in purity or inconsistent melting points signal trouble. Most reputable vendors supply accompanying NMR, IR, and HPLC data to back up COAs. In my lab, new lots get checked against expected spectral features before use in large-scale reactions, saving both money and reputation down the road. The industry keeps evolving, but old-fashioned diligence in sourcing still matters.
Safety considerations can’t be ignored. Brominated intermediates sometimes bring unique challenges: gloves, fume hoods, and careful waste management become standard. It’s not just a box-ticking regulation process, but a way of protecting the lab team and maintaining research momentum. Training junior members in these protocols builds habits that pay off, both in safety and in avoiding ruined batches.
Real-world chemists are constantly juggling timelines and costs. Delays with an intermediate can set back a project calendar. As a practical matter, I’ve seen research pivot to alternative routes simply because a key building block went on global backorder. Networking with other groups and even considering in-house synthesis sometimes become necessary. For those with access to reliable bromination or methylation facilities, preparing the compound from scratch might solve urgent needs, though most labs prefer commercially sourced material if available.
On a larger scale, some research centers attempt to forecast need by analyzing publication trends, grant proposals, and regulatory changes. Staying a step ahead in planning inventory reduces risk, though unanticipated surges in demand can still wreak havoc. The balance between overstocking and running lean leaves a constant tension in supply chain management.
Regulations have grown stricter, especially for bromo-organics. Proper documentation around shipping, storage, and disposal is now standard. Environmental concerns add another layer—questions about brominated waste streams drive many labs to implement greener disposal or recycling protocols. Seasoned researchers measure out only what a reaction truly requires, limiting leftovers. This shift comes partly from regulatory pressure, but also from the growing understanding that every gram counts in sustainability terms.
Some countries place extra reporting requirements on halogenated organics, making international shipping more complex and expensive. Labs working with tight funds must factor in these hidden costs, which sometimes tip the balance toward alternative intermediates. Consideration of the full lifecycle of a reagent—cost of acquisition, ease of disposal, and possible environmental impact—has become part of responsible laboratory management.
One of the most significant advantages today comes from shared experience among chemists. Online forums and internal knowledge bases offer practical advice that rarely makes it into published papers. I’ve benefitted from community discussions where colleagues shared best solvents, optimal reaction conditions, and even tips on identifying counterfeit batches—a growing concern as some intermediates fetch high prices. Spreading this information builds resilience across research teams and reduces risk for everyone.
Working with specialty compounds underscores the importance of ethics, too. Adhering to fair use, proper disposal, and respect for intellectual property governs not only compliance but also supports an environment of innovation where discoveries thrive. Communities that reward transparent sharing and collaboration continue to make the biggest advances, both in technical progress and in building trust with the public.
The field keeps moving forward. New regulations, improved synthetic methods, and changing demands in research shift what’s available and how researchers approach synthesis. For me, trust in a compound like 4-Bromo-1-Methyl-1H-Pyrrole-2-Carboxylic Acid Methyl Ester grew as suppliers improved their processes, and as peers published more about its successful use in diverse projects. Staying on top of the literature and the supply market protects against surprises.
Industry-wide, a push for sustainability, transparency, and reproducibility gradually shapes how intermediates get made and used. Open standards for analytical data, clear communication of batch history, and honest tracking of environmental and safety impacts all support more reliable science. These changes, though sometimes slow, reflect broader shifts beyond the walls of any single lab.
Every new synthesis depends on a chain of choices—some big, some small. Selecting an intermediate like 4-Bromo-1-Methyl-1H-Pyrrole-2-Carboxylic Acid Methyl Ester represents the intersection of convenience, reliability, and creative opportunity. Its structural toolkit opens up reactions that push research forward, whether the goal lies in neuroscience, materials, or infectious disease.
Seasoned chemists balance the practical needs of synthesis with the long-term goals of discovery. That perspective comes from experience—the missed deadlines, the unexpected results, the products that didn’t live up to their promises, and the rare ones that did. The work of building the next breakthrough, step by step, depends on finding products that not only meet technical demands but fit into a broader commitment to careful science, sustainability, and shared progress.