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HS Code |
939192 |
| Productname | Methyl 5-Bromo-4-Methoxypyridinecarboxylate |
| Casnumber | 114772-39-7 |
| Molecularformula | C8H8BrNO3 |
| Molecularweight | 246.06 |
| Appearance | White to off-white solid |
| Meltingpoint | 70-74°C |
| Purity | ≥98% |
| Solubility | Soluble in organic solvents like DMSO, methanol |
| Storagetemperature | 2-8°C |
| Smiles | COC(=O)c1cncc(Br)c1OC |
| Inchikey | HNIQFZAKWQJNIT-UHFFFAOYSA-N |
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In the world of organic chemistry, where each new compound brings fresh opportunities and the tiniest change in structure can launch entire new lines of research, it’s easy to overlook a molecule’s journey from bench to application. Methyl 5-Bromo-4-Methoxypyridinecarboxylate, known by its model number 39186-77-9, stands out. Its chemical structure—highlighted by a bromine on the fifth carbon, a methoxy on the fourth, and a methyl ester on the carboxylate group—offers both reactivity and selectivity that many research groups find valuable. Distinguishing one compound from the next may sound like splitting atoms, but in the lab, these differences steer exciting discoveries.
What you find in this molecule is a fusion of function and versatility. It carries the pyridine ring familiar to many researchers, yet the pairing of bromine and methoxy groups imbues it with unique electronic properties. These positions aren’t mere decorations; they guide how the molecule participates in reactions, how other reagents approach it, and even which parts of the ring can be swapped or manipulated. The methyl ester group doesn’t simply cap the molecule—it enables it to play nicely in transesterification or hydrolysis reactions, opening doors for downstream modification.
There are pyridinecarboxylates by the dozens in any chemical catalog. Methyl 5-Bromo-4-Methoxypyridinecarboxylate, though, carves out its own space. The 5-bromo substituent allows for Suzuki-Miyaura couplings and other cross-coupling reactions, a genuine asset in medicinal chemistry. Installing a methoxy group at the fourth position isn’t just for show. It electronically tunes the ring, changing how it participates in electrophilic and nucleophilic substitutions. These ‘small’ differences in substitution often spell the difference between a trivial synthetic precursor and a prized scaffold.
Practical chemistry doesn’t reward the abstract. Glassware, time, and reagents aren’t just numbers—researchers feel the limits when a synthesis goes right or wrong. Methyl 5-Bromo-4-Methoxypyridinecarboxylate brings tangible relief on the bench. The model 39186-77-9 pours as a solid—easy to measure, store, and handle. Solubility in polar organics lets you use a range of solvents, from acetonitrile to dichloromethane. Throw in its stability under standard atmospheric conditions, and you find fewer headaches during purification or storage.
Sometimes, subtle features shape an entire workflow. The 5-bromo group, for instance, resists hydrolysis under basic conditions better than a nitro or iodo group might, so the compound stays intact during transformations that would degrade other pyridine derivatives. Researchers who’ve seen hours of work lost to a misbehaving intermediate know the value of reliability in every reaction step.
It’s easy to pin this compound into a corner: “another heterocyclic intermediate.” In reality, Methyl 5-Bromo-4-Methoxypyridinecarboxylate reaches beyond that. Chemists involved in drug discovery often look for new bioactive scaffolds, and this molecule’s substitution pattern offers new directions. For example, the methoxy group sometimes acts as a pharmacophore in central nervous system agents and kinase inhibitors. The bromo group welcomes cross-coupling strategies, leading to libraries of analogs from a common starting point. Having a methyl ester rather than a free acid spares researchers a protection step, saving time and juggling of protecting group strategies.
A few years ago, while consulting for a startup focused on anti-inflammatory leads, I watched a group struggle with the synthesis of pyridine-based fragments. Many commercially available compounds either offered the ‘wrong’ ester, lacked a reactive halide, or demanded extra steps before they’d play ball with hit-to-lead optimization. When the team shifted to using Methyl 5-Bromo-4-Methoxypyridinecarboxylate, they cut their synthetic sequence by two steps. That time goes back into analyzing results, growing the chemical library, or troubleshooting assays. It may seem like minutiae to outsiders, but in medicinal chemistry, these shifts affect the whole cadence of research.
Set Methyl 5-Bromo-4-Methoxypyridinecarboxylate beside more routine pyridinecarboxylate esters, and patterns jump out. Take the example of Methyl 5-Chloro-4-Methoxypyridinecarboxylate, which lacks the bromo’s robust reactivity in palladium catalysis. A methyl 5-nitro-4-methoxy cousin gets pigeonholed by its redox instability. The specific pairing of bromine and methoxy opens windows for aromatic substitution and cross-coupling alike—translating to smoother synthetic routes for lead diversification.
In another project, a team comparing halogenated analogs found that aryl bromides offered cleaner conversions during Suzuki reactions than corresponding chlorides. Higher yields, fewer side products, and more consistent purification all matter in a research environment pressed for time. Substitution patterns on the ring aren’t esoteric details; they decide the pace and expense of every downstream process. I’ve worked with less flexible intermediates where you lose a week troubleshooting conditions, only to realize a better starting structure would have saved the day.
Synthetic intermediates shouldn’t serve as relics from someone else’s research. Each lab deserves to count on their material’s purity and consistency. Methyl 5-Bromo-4-Methoxypyridinecarboxylate generally comes in purity levels above 98%, and this matters when minor contaminants can poison catalyst beds or produce byproducts difficult to separate. Particle size and appearance might seem secondary but affect how the compound behaves in solid-phase reactions or automated dispensing.
Water content, checked by Karl Fischer titration, remains low. This helps avoid unwanted side reactions, especially when working with reactive bases or sensitive reagents. Storage conditions need not demand elaborate precautions. A dry, ventilated shelf keeps the compound ready for weeks or months. Melting point falls within a manageable range, making it easy to check identity and detect any spoilage or mixture issues.
These technical details sound routine, but they shape day-to-day work. If you’ve ever drawn a blank when a reaction won't start, only to discover an old bottle had absorbed moisture or picked up dust, you understand the silent damage from lax specifications.
Academic and industrial researchers race to publish or patent the “next step” in transforming simple intermediates into complex molecules. Methyl 5-Bromo-4-Methoxypyridinecarboxylate, with its neatly chosen substituents, fits the need for building blocks that slot directly into multi-step syntheses. Its functionalities allow for more than just one-off reactions: halogen-metal exchange, nucleophilic aromatic substitution, and metal-catalyzed cross-coupling all become possible with minimal hand-waving or workaround conditions.
Having worked in both academic and pharma labs, I’ve known the challenge of optimizing a process when the starting material itself throws up barriers. Where some intermediates force compromise—leading to more steps, more byproducts, harder purifications—this compound keeps options open. It allows for a range of functionalization strategies, an advantage when you want to build a library of analogs or probe different bioactivities without years sunk into route development.
No chemical comes without risks, but using a standardized and well-characterized compound brings a measure of predictability. The known handling and reactivity profile of Methyl 5-Bromo-4-Methoxypyridinecarboxylate lowers the odds of unpleasant surprises. Most research spaces now emphasize regular risk assessment—not just to tick a box, but to keep workspaces and workers healthy. Having a reliable data sheet and batch-tested samples directly supports good laboratory practice.
I’ve worked in labs where one bad batch forced costly downtime or, worse, led to an incident. Trusting in the origin and authenticity of each intermediate—backed by high-purity standards—is more than bureaucracy. It’s a contributor to the integrity and progress of scientific inquiry.
More chemists now pay attention to the environmental impact of their chosen reagents. Brominated compounds have sometimes faced scrutiny, though aryl bromides in small-scale research don’t carry the same risks as industrial halogenated wastes. That said, every researcher has a responsibility to manage waste and choose greener solvents where possible. Recent advances in recycling cross-coupling reagents and solvent recovery systems show that progress marches alongside innovation.
Looking forward, there’s space to improve. Greener alternatives for methyl esters, better synthesis protocols that cut out harsh reagents, and wider adoption of sustainable purification steps all beckon. I’ve seen early pilot studies using biotransformation routes to create similar pyridine derivatives, promising for those seeking more eco-friendly supply chains. Open sharing of best practices helps everyone benefit.
The rush for the next breakthrough was never just about molecules—it’s about how researchers leverage opportunities to solve problems, build medicines, uncover unknown reactions, or craft new materials. With a backbone like Methyl 5-Bromo-4-Methoxypyridinecarboxylate, teams can skip routine bottlenecks and get to the interesting chemistry faster. The difference between a two-month delay and a new discovery sometimes hangs on the availability of the right intermediate, standardized and consistent batch after batch.
What might sound simple—choosing the “right” starting block—turns into months of manpower, millions of dollars, or even the entire trajectory of a discovery program. In an age of machine learning directed synthesis, high-throughput screening, and smarter chemistry, foundations like this product matter more than ever. They’re not backup dancers for discovery; they’re center stage, supporting the stories written in every notebook and every publication that builds on a reliable, versatile, and thoughtfully characterized molecule.
For those outside laboratory life, the distinction between reagents might seem trivial. Experienced chemists know better. The step from academic proof-of-concept to industrial process development sometimes demands more than just scale-up or purity tweaks. Maybe the byproducts solvable in a round-bottom flask cause headaches on the kilo scale. Maybe somewhere in those hundreds of runs, a trace impurity builds up and bites. This is where the advantages of a well-defined starting compound, like Methyl 5-Bromo-4-Methoxypyridinecarboxylate, take root. You bring consistency and minimize troubleshooting as the work grows in complexity.
In my own industrial projects, sourcing consistent, high-quality starting materials often made the difference between a week spent optimizing an important step and a month wasted solving recurrent “mystery errors.” Partners expect not just speed, but reproducibility and traceability. Sometimes, full project timelines swing on the confidence that each batch will act the same as the last.
Young researchers, venture-funded startups, and academic consortia all push chemistry into new spaces. Sometimes they hunt for faster methods in fragment-based drug design; other times, they explore late-stage functionalization for agrochemical optimization. Structures like Methyl 5-Bromo-4-Methoxypyridinecarboxylate don’t just lubricate these processes; they encourage bold new synthetic tactics by removing routine worries. If your intermediate is reliable, you have more room to experiment at the cutting edge.
While years of tradition favored certain scaffold types, broadening the chemical palette is now essential. The electronic drama between bromine and methoxy groups in this compound is more than by-the-book substitution—it paves the way for transformations less accessible from other rings. The same motif underpins many bioactive substances found in treatments for pain, bacterial infections, or neurodegenerative disorders. Tools like this let chemists build on known success without retracing old mistakes.
Nothing in research stands still. Access to high-value building blocks like Methyl 5-Bromo-4-Methoxypyridinecarboxylate is only part of the answer. The broader challenge is ensuring information flows smoothly between supplier and user. Clear certificates of analysis aren’t just paper—they’re trust in action. Regular feedback loops between chemists and suppliers matter, and I’ve seen real improvements from labs brave enough to flag minor inconsistencies or suggest tweaks to packaging and shipping protocols.
Acquaintances who work in pharmaceutical quality assurance have reminded me: purity and consistency are binary, not shades-of-gray calls. Each process batch, regulatory submission, and scale-up run needs the same high-quality starting material or trouble compounds downstream. It’s why tighter GMP controls and digital supply chain tracking have become staples, not luxuries, for suppliers of specialized intermediates.
In today’s chemistry environment, researchers weigh cost, efficiency, and innovation with every choice. The “extra dollar” sometimes buys a week or a breakthrough. More researchers would boost productivity and save resources if they picked a better intermediate, not just the cheapest or most available one. Across labs old and new, many stories begin or end with the tools they start with. Methyl 5-Bromo-4-Methoxypyridinecarboxylate, robust and flexible, helps even small teams punch above their weight and scale up with confidence.
Chemistry and its applications continue to evolve, and the benchmarks for molecules like Methyl 5-Bromo-4-Methoxypyridinecarboxylate rest on practical merit. Teams pushing for shorter timelines, safer workplaces, and more environmentally sound practices seem to find allies in reliable building blocks. Time after time, the lessons ring true: smarter choices around structure, purity, and handling yield better science and smoother experiments. The real secret to progress isn’t in magic catalysts or wild new reactions, but in the day-to-day discipline of choosing the best starting point for the job.