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HS Code |
468830 |
| Productname | 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine |
| Casnumber | 1211556-91-2 |
| Molecularformula | C8H6BrN3O |
| Molecularweight | 240.06 |
| Appearance | Off-white to pale yellow solid |
| Purity | Typically ≥97% |
| Smiles | COC1=CN=C2N=CC(Br)=CC2=C1 |
| Inchikey | BVMYZCGEIXFFCG-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO, DMF, slightly soluble in methanol |
| Storagetemperature | 2-8°C |
| Synonyms | 3-Bromo-5-methoxy-7-azaindole |
| Canonicalsmiles | COC1=CN=C2N=CC(Br)=CC2=C1 |
As an accredited 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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| Shipping | |
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Every chemical in a synthetic laboratory serves a unique purpose. In my years around both industrial and academic research benches, 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine quickly earned respect not through flashy claims, but because it solved practical problems synthetic chemists face daily. This compound’s core structure, with a bromine and methoxy group decorating the pyrrolopyridine backbone, gives researchers fresh options as they develop pharmaceuticals, agrochemicals, or specialty materials. While dozens of similar heterocycles exist, few combine substitution flexibility and manageable reactivity quite like this molecule.
Skepticism is healthy in the world of fine chemicals. You have to ask: why does a small tweak on a ring system matter so much? From my own experience, changing a single atom or group on a fused nitrogen-containing ring system regularly turns a non-starter route into a productive one. That’s no overstatement. The presence of a bromine atom on the third position of the pyrrolo[2,3-b]pyridine skeleton enables robust cross-coupling reactions, typically using tried-and-true palladium catalysis. The methoxy group on the fifth position isn’t just chemical window dressing. In the hands of a creative chemist, it helps fine-tune electron density and opens up subtle routes in regioselective substitutions. This gives chemists precise control, which matters when research budgets and timelines run tight.
The chemical world is filled with choices. Pyrrolopyridine derivatives come in dozens of shapes, each offering something slightly different to the scientist at the bench. What sets 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine apart, based on dozens of reactions seen in literature, is its balance between stability and reactivity. Some intermediates run the risk of rapid decomposition or side reactions that leave the researcher staring at a brown tar. Others are so inert they barely react at all, even when brutal conditions are thrown at them. This compound avoids both extremes. Its brominated position usually means straightforward participation in Suzuki, Stille, or Buchwald-Hartwig couplings. I’ve watched postdocs cut weeks from project timelines thanks to this cooperative intermediate.
The chemical landscape keeps shifting, especially as pharmaceutical companies push for more selective, less toxic drugs. New crop protection agents demand fast iterations of molecular scaffolds. From what I’ve witnessed in meetings between chemists and process engineers, there’s a strong push to build libraries of analogues quickly, safely, and with an eye on downstream scalability. Having a robust intermediate, like 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine, in arm’s reach cuts down the improvisation. Researchers regularly say they appreciate its predictability – reactions run more like recipes and less like experiments.
Colleagues and I have seen this scaffold pop up in a variety of medicinal chemistry campaigns. Its core provides fertile ground for rapid diversification, which is key in hit-to-lead or lead optimization phases. The pharmaceutical industry doesn’t work in slow motion. With a single molecule or two, researchers can sample a wide field of chemical space by swapping substituents attached through the brominated position. Gone are the days of re-synthesizing the core for each minor tweak. This saves precious time and resources, and ultimately can hasten the discovery of promising bioactive compounds.
The agricultural arena is seeing a parallel trend. Teams working on next-gen herbicides and fungicides often reach for pyrrolopyridine derivatives. Compounds with a core structure like 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine often show a high degree of tunability—whether tweaking solubility, improving binding to a biological target, or delivering selectivity. This is crucial in responding to both regulatory demands and commercial pressures.
In the synthetic world, not all intermediates survive real-world scrutiny. Many look good on paper or screens, but falter when someone tries a scale-up or pushes conditions for a tougher coupling. Experience with a related class, like their chloro or unsubstituted cousins, highlights the quirks. Take brominated analogues, for example. They almost always show higher coupling efficiency compared to chlorides, especially under milder conditions. This translates to less waste, fewer failed batches, and ultimately, more confidence from everyone involved.
Methoxy-substituted analogues deserve mention here, too. From practical runs in both small and kilo-lab setups, they often display cleaner reaction profiles, probably thanks to electronic effects that steer selectivity away from troublesome byproducts. Fewer purification headaches bring a sigh of relief, especially when development work piles up.
Stacking these factors up to other common heteroaryl bromides, 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine provides a repeatable pattern: easy access to further functionalization and manageable side reactions. Chemists gravitate to tools that work the same on a Friday night as they do on a Monday morning, with less drama and more focus on the next question at hand. Year after year, I’ve watched colleagues stick this compound on their short lists for go-to intermediates.
Reproducibility isn’t optional in today’s research environment. That’s become crystal clear in my interactions with both academic and industrial groups. A single batch of off-spec building block can derail months of effort. High-purity samples of 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine, supported by rigorous analytical data, allow teams to push their chemistry forward with confidence. In research, faith in your starting material means fewer late nights troubleshooting unexplained failures.
High quality carries wider implications than just the next reaction vessel. Imagine committees and investors waiting on preclinical data, or regulatory filings hinging on repeatable synthesis. The integrity of early intermediates creates a ripple effect, shaping the entire lifecycle.
Scaling from milligrams to grams or kilograms exposes weaknesses in both syntheses and the chemicals themselves. Not every compound tolerates the shift. Through in-house pilots and close conversations with process chemists, 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine has shown itself capable of scaling up without introducing new headaches. Predictable yields, minimal problematic byproducts, and limited equipment wear reflect thoughtful design at the molecular level.
Process engineers often point out bottlenecks caused by temperature sensitivity or unforeseen solubility issues. This intermediate, in setups I have followed, has shown no big red flags that would halt a commercial campaign. This puts it a notch above more fickle options, letting downstream chemistry stay on schedule.
The search for new treatments means embracing unexplored chemical space. Medicinal chemists pursue molecular “scaffolds” that hold promise—structures open to modification, stable enough to handle screening campaigns, and diverse enough to offer new biology. Watching several research teams approach fragment-based design, 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine often appears at this front line. Its functional handles support straightforward transformations, letting screening teams build tailored analogues quickly. This speed can mean the difference between catching an early lead or missing out while competitors move ahead.
It’s not uncommon to find this compound listed in supporting information for papers describing kinase inhibitors, anti-infective agents, or CNS-active molecules. The same structural handle delivers reliable entry points whether the next step is an arylation, aminomethylation, or a more exotic transformation.
Academic labs juggle tight budgets and rotating personnel. Plus, graduate students and postdocs rarely have time for lengthy troubleshooting. Ready access to a reliable intermediate, such as 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine, creates an advantage. You see more productive reactions and smoother experimental planning. In group meetings, one measure of a reagent’s value is “how much time did you save because it worked as expected?” This intermediate wins high marks here.
Educators, too, benefit from robust, forgiving reagents. Teaching labs thrive when students spend more time learning good synthetic practices and less time coping with frustrating failed reactions. Many educators, myself included, favor molecules that introduce core concepts—like C–C and C–N bond formation—while granting enough leeway for success. The brominated, methoxy-substituted pyrrolopyridine fits neatly into that playbook.
The move from discovery to development often stumbles not because of science, but from unforeseen limitations in the toolbox researchers draw upon. Industry looks for robust supply chains and scalability; academia wants agility, a way to test lots of ideas fast. 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine, by facilitating both rapid discovery and large-scale process development, helps bridge a long-standing gap.
I’ve seen several technology transfer processes made easier when both partners could agree on starting point reagents like this. The smoother the early translation, the faster promising compounds can advance toward validation in real-world settings.
Inside a modern synthetic toolbox, the fine points among related heterocycles often make or break a project. Let’s take 3-Bromo-5-Substituted pyridines, without the pyrrole fusion: these cousins offer value but tend to be less versatile in certain cross-coupling reactions. Some lack the balance between electronic activation and ring stability. On the other hand, a methoxy-pyridyl system without a halide might give decent reactivity but restrict options for further substitution—so each molecule has its own set of trade-offs.
For researchers needing iterative modifications, the dual handles on 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine provide a unique avenue. The bromine allows for precise coupling chemistry, the methoxy impacts solubility and electronic character, and the fused ring opens dimensions of three-dimensionality that are often valuable in drug development.
No chemical is without challenges. Synthesis routes can introduce impurities, and sourcing quality starting materials sometimes trips up even the best teams. From projects I’ve witnessed, careful attention to purification and rigorous batch testing keep these issues in check. Upstream process improvements, like using cleaner solvents or high-quality catalysts, often reduce batch-to-batch variability as well.
Supply chain disruptions present another layer of uncertainty. Global chemical distribution changes quickly, forcing labs to plan with backup suppliers or alternative synthetic routes in mind. Smart procurement specialists diversify sources whenever possible, while experienced chemists map a backup plan. Communication between suppliers and end-users has become more transparent than in the past, which ultimately benefits project continuity.
The future of chemical innovation stretches toward complexity and sustainability. Many companies and universities devote resources to greener processes, aiming for lower waste and safer conditions. Fused heterocycles like 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine are poised to play a part in next-generation design, as their inherent reactivity can mean more reaction efficiency and fewer hazardous byproducts. Teams pursuing continuous flow or high-throughput experimentation will also prize molecules that react reliably—qualities that set this intermediate apart.
I have witnessed more research proposals focus not just on the final molecule, but the number of steps and the footprint of each transformation. Time and again, the ability to use such a compound early in synthetic planning has meant fewer back-and-forths with safety committees and faster project starts—a subtle but powerful advantage.
Engagement between chemists builds the collective knowledge. From conversations at conferences to informal lab discussions, the shared experience with 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine has largely been positive. Researchers cite efficient downstream chemistry, clear analytical spectra, and manageable storage conditions. In a digital age where data and insights spread quickly, this compound maintains a strong reputation.
Crowdsourced databases and shared electronic lab notebooks have expanded the data pool, reinforcing trends seen by individual teams. Analytical chemists provide additional reassurance, flagging any trends with impurity profiles and helping buyers choose verified sources.
Many of the best molecular discoveries come from cross-disciplinary dialogue. As new collaborations spring up across traditional silos, chemists from diverse backgrounds value intermediates they can trust. As seen in open-source initiatives and public-private partnerships, availability of well-characterized, adaptable compounds like 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine supports projects from medicinal chemistry and material science to crop science and diagnostics.
Students and seasoned professionals both benefit from ready access to reliable chemical building blocks. Proper documentation—spectral data, methods, best practices—makes a big difference. In sharing knowledge rather than guarding it, the entire research community gains.
Synthesizing something new, advancing a drug project, or building a career in research—each success rides on the quality and dependability of foundational chemical tools. From my own journey watching teams choose reagents that propel or stall a whole project, 3-Bromo-5-Methoxy-1H-Pyrrolo[2,3-B]Pyridine consistently rises to the occasion. It stands as a favored intermediate because its balance of stability and reactivity matches the real needs of scientists pushing innovation forward.
With growing pressure to discover and deliver results faster, having a chemical solution that works across scales and disciplines makes a practical difference. As technology refines the way people approach synthesis, this compound seems likely to remain a mainstay for many labs and companies focused on meaningful science and tangible discoveries.