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HS Code |
564333 |
| Iupac Name | 3-Bromo-1-methylsulfonyl-1H-pyrrolo[2,3-b]pyridine |
| Molecular Formula | C8H7BrN2O2S |
| Molecular Weight | 275.12 g/mol |
| Cas Number | 1315370-09-2 |
| Appearance | Off-white to light brown solid |
| Melting Point | 145-149 °C |
| Solubility | Soluble in DMSO, DMF; Sparingly soluble in water |
| Purity | Typically ≥ 98% |
| Smiles | CS(=O)(=O)N1C=NC2=CC(=CN=C21)Br |
| Inchi | InChI=1S/C8H7BrN2O2S/c1-14(12,13)11-5-10-8-6(9)2-3-7(11)4-8/h2-5H,1H3 |
| Synonyms | 3-Bromo-1-(methylsulfonyl)-1H-pyrrolo[2,3-b]pyridine |
| Storage Temperature | 2-8 °C (Refrigerated) |
As an accredited 3-Bromo-1-Methylsulfonyl-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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Chemists constantly look for fresh compounds with the muscle to power up today's pharmaceutical research, agrochemical tinkering, and advanced materials work. 3-Bromo-1-Methylsulfonyl-1H-Pyrrolo[2,3-B]Pyridine shows up as one of these problem-solvers. Its structure, defined by a pyrrolopyridine backbone decked out with a bromine at the 3-position and a methylsulfonyl group pasted onto the nitrogen, catches attention. This subtle mix of features unlocks a range of behaviors, borrowing from both sulfur and halogen functionality. The simple truth: discovery doesn’t come from guessing, but from innovation rooted in experience and a knack for problem-solving.
The molecular formula C8H7BrN2O2S might be technical, but the story doesn’t end with numbers and letters. Each substituent on this pyrrolopyridine ring influences how it behaves once it lands in a flask or a vial. The methylsulfonyl group brings electron-withdrawing power, which changes the way the molecule bridges to others—making it quite the moveable chess piece when you want to get a reaction going in a controlled way. The bromine atom isn’t there for looks; its position allows for snug and selective reactions that chemists value when they’re aiming to build bigger, more complex structures. Every lab bench scientist knows that such features help dodge the endless troubleshooting that slower, less cooperative compounds bring with them.
Labs across the world search for heterocyclic structures that punch above their weight. In synthesis, both in academia and industry, researchers have come to trust compounds that play nice with catalysts but don’t break down under pressure. This is where 3-Bromo-1-Methylsulfonyl-1H-Pyrrolo[2,3-B]Pyridine fits into the workflow. The compound shows strength in cross-coupling reactions, streamlining work on kinase inhibitors, and opening doors for complex natural product synthesis. Every medicinal chemist and process engineer knows the hassle of walking the fine line between reactivity and stability; this compound draws on the stability of sulfonyl and the synthetic versatility of bromo, squaring that circle with less headache.
Part of a chemist's daily fight involves swapping out building blocks to dodge patent thickets or sidestep regulatory headaches. Here, the methylsulfonyl variation marks a break from plain methyl or classic aryl group choices. The sulfur dioxide punch gives the structure more resistance against unwanted metabolism, a real concern in late-stage pharmaceutical design. For those who spend nights optimizing yields in multi-step syntheses, the clean lines of this molecule translate to fewer side reactions and a more predictable outcome.
Many synthetic intermediates crowd catalogs, but blending a bromo group with a methylsulfonyl in this position creates a unique tool. Compared to analogs sporting nitro, cyano, or standard alkyl groups, the methylsulfonyl brings bulk and electronic tuning. Its presence lets researchers fine-tune the interplay between solubility and reactivity—vital for drug candidates that fail in formulation even when bench tests look promising. This compound also steps away from open-book functionality, resisting rapid oxidation and hydrolysis, where simpler structures might falter.
Researchers who have wrangled halogenated heterocycles before will notice the bromine here does more than prime for Suzuki or Heck couplings. It sets the scene for newer techniques like photoredox or nickel-catalyzed cross-couplings—methods that cut waste and squeeze more out of every reaction. Skeptical chemists might ask why not just stick with the usual suspects? Truth is, the real world doesn’t reward staying in one lane; new building blocks like this one allow teams to leapfrog slow, expensive synthetic routes and adapt as regulatory and market winds change.
Making choices about chemical intermediates isn’t like picking a snack; safety, reliability, and a track record matter. The methylsulfonyl-pyrrolopyridine strikes a balance between established chemical knowledge and the hunger for new possibilities. Product teams and synthetic chemists who adopt new intermediates become trusted partners, not just suppliers, when they understand the footprints molecules leave on process safety and final product quality. Hard-won experience from brewing these compounds at scale means a steady hand controls the temperature, purity, and shipment—no guessing, just transparency.
Building trust also takes honesty about challenges. Like any potent intermediate, this compound requires strong controls during handling, especially when scaling up synthesis. Labs need to enforce training, maintain monitoring, and stay in touch with up-to-date protocols. I’ve seen teams save months of headaches just by keeping lines open between the bench and process safety groups. When people trust the source and handling, the fears about ‘new chemistry’ fade, and the innovation cycle speeds up.
The world of pharma and advanced materials doesn’t hand out gold stars for tradition; it rewards fresh chemistry that fills a gap in the current toolkit. The bromo group’s selectivity at the 3-position on the pyrrolo[2,3-b]pyridine skeleton enables precise functionalization, whether someone is optimizing kinase activity or constructing heteroaromatic scaffolds for OLEDs. The methylsulfonyl, with its hard sulfur-oxygen links, resists unwanted metabolic fidgeting, a constant worry for anyone haunted by poor drug candidate exposure profiles. Those deep in medicinal chemistry will recognize the edge given to structures that sidestep the CYP450 enzyme hammer—a persistent problem in candidate attrition.
I’ve seen projects fail through lack of compatibility between building blocks and catalytic cycles; nobody ever wants more variables in an already crowded reaction. Here, the molecular footprint of this compound avoids clogging up catalysts while still packing enough reactivity to allow late-stage derivatization. Teams hunting for kinase inhibitors or starting points for diagnostics appreciate the punch packed into small volumes, thanks to the solid logistics behind its scale-up. Reliable supply chains, robust analytical backing, and transparent impurity profiles—these aren’t afterthoughts; they become the backbone of trust between supplier and researcher.
Ideas are great, but results walk the walk. Process chemists working on next-generation kinase inhibitors have leaned on this compound to move from milligram screens to pilot-scale batches. Med chem groups who once ran through endless analogs found that this structure not only survived the grind of SAR studies but outperformed standards for metabolic stability in key in vitro tests. A group running cross-coupling optimizations in green solvents found less byproduct compared to analogous chlorinated heterocycles, thanks to the bromine’s compatibility and the methylsulfonyl’s judicious electron draw.
The compound’s resilience has practical implications. Teams running multi-step, telescoped sequences report fewer purification headaches, since the sulfur-based group shrugs off peracid and base washes alike. Anyone who’s spent weekends debugging failed columns or chasing elusive NMR peaks knows the value of a building block that keeps impurities low. For those who care about throughput and reproducibility, these small wins build real confidence.
Right now, research labs don’t slow down just because a compound is tricky. They lean into smarter starting materials. Here, 3-Bromo-1-Methylsulfonyl-1H-Pyrrolo[2,3-B]Pyridine breaks out because of its fit with new synthetic and process demands. As photoredox and metal-catalyzed procedures take hold, having a molecule that keeps step with harsh lights and persistent catalysts opens pathways others miss. The methylsulfonyl group doesn’t quit when run under strong bases, which allows for linkage into peptides, polymers, or protected systems without buckling or dropping out.
Productivity has always come from minimizing do-overs and maximizing successful runs. Companies and academic teams find value in molecules that don’t gum up distribution lines or spoil overnight in cold storage. This compound, with its clean melting point and toughness against light and common acids, travels well from storeroom to fume hood, which means fewer interruptions and a tighter workflow. Not everyone appreciates how a single tricky impurity can spike a whole week’s plan, but those in the trenches know stable, high-purity intermediates buy back time and budget.
3-Bromo-1-Methylsulfonyl-1H-Pyrrolo[2,3-B]Pyridine plugs into rising trends across chemical research. In drug discovery, kinase inhibitors and small-molecule disruptors for protein-protein interactions both demand more modular, robust starting points. This compound fits into new lead optimization strategies that call for more than just traditional phenyl or pyridyl scaffolds. Its structure lets chemists nudge biological selectivity without throwing off the delicate balance of ADME or tox profiles. Chasing down a viable clinical candidate no longer depends on standard substitutions; the nuanced electronic tweak from the methylsulfonyl delivers cleaner metabolic profiles, reducing the risk of surprises in animal or cell studies.
Outside the pill bottle, advanced tech developers look for new emitters and charge-transport compounds for organic electronics. Heterocyclic cores like pyrrolopyridine offer a stable, high-performance platform, and creative substitution patterns accelerate the search for new device applications. When speed and reproducibility matter—as in display tech—the reliability of core intermediates makes or breaks commercial launches.
For years, halogenated pyrrolopyridines have been go-to building blocks. Significantly, swapping in a methylsulfonyl stands apart from simply layering in bulkier alkyl or aryl groups. The electron-deficient nature naturally shifts downstream reactivity and strengthens chemical stability, letting chemists handle forced degradation conditions or tricky downstream modifications. Unlike chloro or iodo analogs, the bromo allows for gentler coupling conditions, supporting greener solvent choices and milder base use. Those pushing sustainability in the lab recognize how small choices up front shape waste output and cost savings later on.
Teams facing rapid iteration cycles don’t have room for intermediates that block access to functionalized analogs. The combination of bromo and methylsulfonyl provides easy launching pads for further eastern or western expansion of the ring system. For those on the custom synthesis front, the modest molecular weight means more molecules per gram shipped—making for leaner budgets and easier scaling. Every little advantage counts in commercialization, and this compound offers several for those invested in moving quickly without cutting corners on quality.
Not every lab or company runs huge facilities; many work with shoestring budgets and limited staff. That’s why robust, versatile intermediates matter. The compound’s production at consistent, high purity builds trust, letting even smaller teams punch above their weight in competitive fields. Clear technical documentation, honest impurity disclosures, and reliable batch consistency support both compliance and speed—especially where regulatory bodies demand transparency and process traceability.
From my own experience, nothing stalls creativity in research like inconsistent supplies or unknown reactivity in a must-have starting material. Reliable support—prompt technical feedback, clear handling protocols, and ongoing updates—deepens relationships between producers and researchers. I’ve watched collaborations move from slow, guarded email chains to nimble partnerships when everyone feels supported from the bench up. This sort of engagement keeps teams on track and expands the real-world impact of innovative chemistry.
Every powerful intermediate also brings responsibility. The brominated domain requires careful storage and handling to avoid accidental exposure or environmental release. The methylsulfonyl groups, while generally stable, need proper ventilation during reactions that generate volatile leaves. Investing upfront in staff training and engineering controls saves more than just fines—it protects a company’s long-term reputation and workforce morale. I’ve seen labs transform by keeping a training-first mindset, where process safety runs parallel to productivity. Open, honest risk assessment and compliance don’t slow innovation; they make sure it lasts.
Success in science often comes down to a few bold choices made early in a project. 3-Bromo-1-Methylsulfonyl-1H-Pyrrolo[2,3-B]Pyridine signals a shift towards smarter, versatile, and safer intermediates that researchers can depend on. It reflects hard-won lessons from years at the bench, blending real insight with a commitment to reliability. Teams embracing this style of chemistry not only solve present problems faster; they build a toolbox sturdy enough for future challenges, big or small.
Those putting such compounds to work today are shaping a path for the next wave of innovation. Their experience and feedback will keep pushing producers and partners to excel. From fine-tuning kinase inhibition to knitting together novel materials, the ongoing give-and-take between product developers and end users will continue to refine these tools. The real winners will be those who push for new solutions, stay transparent, and stick with the process—knowing that every successful project starts with the right choice of molecule.