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HS Code |
130961 |
| Productname | 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine |
| Casnumber | 877399-53-6 |
| Molecularformula | C7H4BrClN2 |
| Molecularweight | 231.48 |
| Appearance | Off-white to light brown solid |
| Meltingpoint | 97-101°C |
| Purity | Typically >98% |
| Smiles | Brc1nc2cccc(Cl)n2c1 |
| Inchi | InChI=1S/C7H4BrClN2/c8-5-3-11-7-2-1-4(9)6(7)10-5/h1-3H,(H,10,11) |
| Solubility | Soluble in DMSO, slightly soluble in methanol |
| Storagetemperature | Store at 2-8°C |
| Synonyms | 3-Bromo-5-chloro-pyrrolo[2,3-b]pyridine |
As an accredited 3-Bromo-5-Chloro-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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Some compounds can change how we approach chemical synthesis. 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine stands out in that camp, not because of a flashy marketing campaign, but because experienced chemists recognize its value almost instantly. The structure—bearing both bromo and chloro substituents nested within a heterocyclic pyrrolopyridine core—serves as a bridge to a diverse range of pharmaceutical and material science applications. Anyone who has spent time at the bench knows how rare it is to find a reagent that delivers both versatility and robust reactivity, especially when the clock’s ticking and you’re seeking reliability, not just novelty.
Chemists reach for 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine thanks to its carefully-placed halogens—bromine at the third and chlorine at the fifth positions—each opening a door to distinct downstream chemistry through cross-coupling, halogen exchange, or direct functionalization. In a landscape crowded with simpler pyridines or pyrroles, its dual-activated ring offers strategic openings, allowing you to selectively target one position without contaminating the next with off-target byproducts. If you’ve ever wasted precious substrate from unclear selectivity or low yields, you’ll know just how much that matters on the scale of months spent optimizing a synthetic route.
This compound doesn’t just fill a chemical catalogue niche. Its broad application in synthesis makes it integral for those chasing challenging targets in medicinal chemistry. Pyrrolopyridines themselves often form the backbone of kinase inhibitors and oncology drug candidates, their rigid frameworks and unique electronic properties lending themselves to specific molecular interactions. The presence of both electron-withdrawing and electron-donating sites within the same scaffold has sparked more than one successful molecule discovery campaign. Researchers looking to expand SAR (structure-activity relationship) studies rely on the flexibility conferred by these halogen handles—achieving modifications that deliver breakthroughs in selectivity or cellular potency.
In any bench-top campaign, purity separates a useful compound from a frustrating headache. Practical realities—like column time, batch reproducibility, and downstream analytics—mean that even a visually clean yellow solid can be littered with halogenated byproducts and subtle tars that throw off an NMR spectrum or lead to ghost peaks in HPLC. Having seen colleagues struggle with inconsistent lots from less reputable sources, I can vouch for the importance of sourcing from suppliers who guarantee above 98% purity (confirmed by both HPLC and NMR). The trade-off isn’t just about cost. Low-grade materials eat hours in purification and skew analytical outcomes. The only thing worse than a failed experiment is trusting results from a contaminated one.
The handling of 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine brings no unusual surprises—its stability resists ordinary atmospheric moisture, and it does not readily degrade except under aggressive conditions. Storage under normal laboratory conditions works fine, provided the cap stays on and proper PPE is used, given its halogenated aromatic nature. When it comes time to weigh out a batch, its non-hygroscopicity ensures consistent delivery, so you’re not wrestling with clumping or static charge, two underappreciated foes in high-throughput settings.
In real research settings, workflows dictate everything. Whether you’re moving toward a Suzuki coupling, leveraging Buchwald-Hartwig amination protocols, or testing variations in C–H activation, having a bromo and a chloro on a rigid heteroaromatic ring offers choices you won’t get elsewhere. Many have watched quick reactions stall out when working with less-reactive analogs—either the electron density doesn’t cooperate or sterics throw up roadblocks. Here, the interplay of the bromo and chloro groups allows you to fine-tune reaction conditions, reaching specific products by a different order, something you can’t replicate by simply mixing single-halogenated building blocks.
For early-phase drug discovery, lead diversification defines progress. A scaffold like 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine lets one branch into multiple derivatives, substituting at the bromo or chloro position to chase new pharmacophores. Teams have sometimes used hundreds of milligrams in parallel synthesis, testing derivatives against panels of biological targets. Having a robust supply of consistent, high-grade intermediate simplifies the planning, particularly when your cycle times between ideas and testable compounds get shorter. R&D never gets easier, but solid reagents take at least one stressor off the stage.
Compared to other pyrrolopyridine derivatives, this compound gives chemists more control for stepwise transformation. Simpler analogs—like monohalogenated pyrrolopyridines or those missing substitution at the pyrrole ring’s choke points—often limit what transformations are available. Monobrominated versions lend themselves to standard scenarios, but lack the opportunity to tune sites for selective activation. Dialkylated or other variant pyridines may look appealing for broad screenings, but real-world results often disappoint because of less-precise reactivity or poorer compatibility with staple synthetic routes. Having both bromo and chloro functionalities in one molecule really increases your options, so you can plan retrosynthetic strategies that don’t require detours or unnecessary protection-deprotection cycles, saving both solvent and manpower.
This structural design also makes the product more attractive in flow chemistry setups, which increasingly see use in scale-up and automation. Plenty of common intermediates clog reactors or require complex adjustments due to solubility or thermal instability. In direct comparison, 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine boasts acceptable solubility in standard organic solvents and withstands elevated temperatures used in continuous processes. In my own experience automating similar heterocyclic intermediates, the difference between trouble-free runs and having to halt the line comes down to this kind of molecular stability and clean reaction profiles.
The story of this molecule goes beyond just chemical transformations. Drug discovery teams invest months optimizing hits, moving from initial screening to something capable of moving even into animal studies. Scientists with a toolkit limited by unreactive or overly simple building blocks spend more time troubleshooting and less time interpreting real SAR data. My occasional time spent in pharma labs confirms that, with better intermediates like this one, time to lead identification shrinks and synthetic headaches go down. Good building blocks serve as launchpads, not roadblocks.
Academic labs exploring new reaction mechanisms or teaching advanced organic chemistry can also benefit. The dual halogenation presents a solid case study for directing group effects, replacing the need to explain on paper what could be shown in a single week’s lab experiment. Graduate students handling real-world reactivity profiles of heavily substituted heterocycles learn the subtleties involved in C–N and C–C bond formation, revealing both the potential and pitfalls of modern cross-coupling science. In my years teaching, labs livened up once students moved past textbook anilines and into structures like this, where the actual complexity of research stood front and center.
Industry often benefits in less obvious ways. Contract research organizations need intermediates that can move from milligram up to kilogram quantities without surprises in scalability or safety. A compound that behaves well on both small scale microwave runs and big batch reactors stands out. Collaborations between procurement, QC, and R&D grow simpler when a stable, well-characterized intermediate is on hand. Labs get to focus on meaningful innovation, not debugging synthesis that should have worked.
Having handled a range of halogenated aromatics over the years, best practice says you treat all such compounds with respect. Nitrile gloves, clean weighing boats, and a reliable analytical setup mean fewer accidents and no confusion over what’s in the bottle. Quality checks—especially matching NMR and LC-MS profiles—keep problems low. In the case of 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine, stability is good under refrigerated or ambient lab conditions, so the main concern becomes avoiding mix-ups with similar looking solids or cross-contamination during scale-up. Toxicological data points to standard hazards for halogenated nitrogen heterocycles, but no red flags so long as ordinary chemical hygiene holds. Having witnessed rushed students skip PPE or shortchange their chemical logs, I’ve seen how preventable mix-ups can undo weeks of work. With this compound, clear labeling and smart storage avoid those headaches.
Another tip from the trenches: sample retention. When projects move into patent or regulatory territory, a well-labeled archive of starting materials and intermediates smooths any troubleshooting down the line. This compound’s physical robustness means it keeps its properties for extended periods if stored correctly in dry, dark spaces, so the bottle you open this year should look the same by the time the results go to peer review or regulatory submission.
Even reliable molecules reveal new issues as research goals evolve. Chemists aim for sustainability, cost savings, and lower environmental impact year by year. Traditional halogenated intermediates raise questions about raw materials sourcing and downstream waste. In a world under increasing regulatory scrutiny, green chemistry practices make a difference. Some companies now invest in process intensification and cleaner bromination or chlorination steps, limiting waste streams and improving energy profiles for compounds like 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine.
I've watched peers redirect synthetic campaigns away from more toxic or persistent halogenated systems. Whenever possible, finding ways to use smaller quantities, streamline reactions, or reclaim spent solvents pays off—not just for compliance, but for morale in the lab. Research into biocatalytic or electrochemical halogenation now inches forward, hoping to match the reliability of classic chemical syntheses. While these green alternatives aren’t yet always practical at industrial scales, pressure from regulatory bodies will likely nudge suppliers toward cleaner, safer routes to the same key intermediates.
Users expect that, as production processes improve, so will batch quality, impurity profiles, and documentation. More than once I’ve seen major manufacturers make data sheets and CoAs more transparent, detailing not just purity but trace-level contaminants, residual solvents, and even expanded stability testing. That kind of transparency pays dividends for end users, especially in regulated industries. As colleagues once noted, being able to trust what comes in the bottle matters just as much as reaction yield.
Chemistry keeps marching forward, fueled by the need for faster, more reliable, and safer methods to convert raw ideas into tangible compounds. What once required decades of trial and error now speeds along thanks to dependable building blocks and a community of scientists sharing both best practices and honest failures. 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine isn’t some exotic novelty for a narrow field—it’s a backbone molecule, the kind labs keep on hand and return to as they cycle through generations of projects.
Investing in high-quality intermediates not only helps new discoveries arrive faster, but it raises the standard for research. My own work, and that of many I know, has depended on starting materials that never made the cover of a chemistry journal, but quietly powered real innovations in everything from synthesis to scale-up. Each improvement, whether in reaction efficiency, batch stability, or documentation, compounds over time. Colleagues remember not just the successful molecules, but the solid dependables—like 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine—that made those wins possible in the first place.
Improving synthetic outcomes doesn’t always mean seeking the shiniest new reaction or the rarest reagent. It starts by choosing intermediates that are reliably pure, consistent, and well-understood, so you can build more confidently up to the complex structures that define your research. 3-Bromo-5-Chloro-1H-Pyrrolo[2,3-B]Pyridine provides just that edge, combining predictable reactivity with the potential for both creative and routine chemistry. As more teams pursue advanced targets in medicine, materials, and sustainable chemistry, having access to molecules like this one ensures the science can keep up with the ambitions behind it.
With each synthesis, chemists rely on building blocks that don’t just stand up under scrutiny, but carry projects closer to meaningful discovery. As bench scientists, we see the difference every day—measured not just in yield, but in projects that cross the finish line thanks to smart starting points and solid planning.