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HS Code |
174001 |
| Product Name | 6-Bromo-3-iodoimidazo[1,2-a]pyridine |
| Molecular Formula | C7H4BrIN2 |
| Molecular Weight | 338.93 g/mol |
| Cas Number | 1186198-06-2 |
| Appearance | Light yellow to brown solid |
| Purity | Typically >97% |
| Solubility | Soluble in DMSO, DMF |
| Smiles | Brc1ccc2ncn(C2=N1)I |
| Inchi | InChI=1S/C7H4BrIN2/c8-5-1-2-7-10-3-6(9)11-7(5)4-10/h1-4H |
| Storage Conditions | Store at 2-8°C, protected from light |
| Synonyms | 6-Bromo-3-iodoimidazo[1,2-a]pyridine |
| Usage | Intermediate in organic synthesis |
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Chemistry moves forward on the back of good building blocks. In recent years, synthetic chemists have kept a close eye on substituted imidazo[1,2-a]pyridines for both their core skeleton and their adaptability. The introduction of 6-Bromo-3-Ioimidazole[1,2-A]Pyridine marks a small but meaningful leap within this landscape. Pulling from both the experience of industry labs and academic circuits, we see this molecule’s structure—halogenated at the 6-position and iodinated at the 3-spot—open doors in realms where versatility and targeted reactivity matter most.
Finding a useful substrate with two different halogens takes some of the frustration out of targeted functionalization. Years ago, many chemists I knew struggled with how to add groups to a ring system without large protecting groups or long sequences. With both a bromo and an iodo present, this compound hands over reliable handles for selective coupling. A Suzuki–Miyaura employs the iodo spot, often giving faster reactions and better yields, while the bromo waits its turn for a subsequent round of modification. What you get is control. No need to chase down obscure ligands or force reactions to go uphill.
On paper, most folks see the formula—C7H4BrIN2—and wonder about solubility and stability. In reality, this compound tends to stay stable under typical lab storage. I’ve seen it last through semesters of graduate research, as long as moisture and strong bases stay out of the way. The density and melting point fit expectations for a fused heterocycle that carries both bromine and iodine, but in handling, it isn’t excessively bulky or sticky like some halogenated aromatics I’ve worked with. That makes weighing and batching easier for anyone worrying about bench safety or accuracy.
The busier world of medicinal chemistry values time and tractability. 6-Bromo-3-Ioimidazole[1,2-A]Pyridine feels designed for quick library construction. Placewise halogenation is hardly a new trick, but the specific pairing here hits the mark for cross-coupling enthusiasts. During lead generation, teams need frameworks that don’t snarl up or require extra purification after each step. The bond positions keep side reactions low when dropping in new aromatic or alkyl partners. For anyone screening kinase inhibitors, neurotransmitter analogs, or enzyme modulators, this molecule’s backbone provides the right launchpad for SAR studies—shortening the stretch between an idea and practical data.
From time spent with process chemists, the phrase that echoes the most relates to “scalability.” The halogen arrangement in this pyridine means you can run small test reactions, then translate findings to pilot scale with few surprises. Multistep routes often bog down with stubborn intermediates or sensitive reagents. This molecule, by contrast, permits a logical stepwise approach. Use the iodo position for rapid carbon–carbon bond formation, purify, and then switch gears to the bromo for slower, more controlled changes. Rather than requiring niche conditions, these transformations work under classic protocols, lifting some of the stress off tight project deadlines.
Each time a new building block comes to market, chemists tend to weigh it against what’s already filling their shelves. Many pyridine systems offer single halogenation, often at the 2 or 4 position, and a few bring in multiple halogens, but rarely in a pattern as cooperative as this one. There’s been talk about reactivity hierarchies; chemists frequently debate the merit of going with iodo over bromo or chloro. In my own experience, iodo compounds deliver unmatched speed in Pd-catalyzed couplings, while bromo handles bring durability to reactions and open the gate for selectivity.
For example, a single-brominated imidazo[1,2-a]pyridine would work fine for simple functionalizations, but if the aim is dual analog synthesis or iterative diversification, this two-halogen system shaves hours—and often days—off project timelines. Some turn to difluorinated analogs for metabolic stability, yet they lack the chemoselectivity in transition metal catalysis found here. In pharma, time is money. Here, chemists don’t get boxed in by limited reactivity, nor do they gamble on expensive, exotic starting materials.
A major discussion point in every chemical procurement meeting is purity. Without a reliable certificate of analysis and trace verification, even the best-looking powder won’t make it into regulated compounds. 6-Bromo-3-Ioimidazole[1,2-A]Pyridine typically comes in high assay grades, suitable for all but the most stringent GMP requirements. I’ve worked with HPLC traces on this compound that show clear baseline separations free of secondary peaks. Practically, this means you start your syntheses on solid ground, and you avoid that pit-of-the-stomach dread that comes from discovering a stubborn impurity downstream.
Product specifications became more than paperwork for me after one tough lesson—watching a month of work undone by a 0.5% unknown in a starting material. In contrast to more complex nitrogen heterocycles or unstable halogenated aromatics, this compound’s crystalline state and clean spectral lines help build analyst and user confidence alike.
Organic synthesis, especially in modern drug discovery, succeeds or fails on the shoulders of small, tweakable fragments. Over the last decade, modular chemistry surpassed the “one-pot” hype and slid toward chokepoint-centric design, where single building blocks serve as the launchpad for dozens of analogs. This is how 6-Bromo-3-Ioimidazole[1,2-A]Pyridine proves valuable—real, actionable modularity. Two reactive ends open possibilities for arylation, alkylation, functional group interconversions, and even late-stage labeling.
With drug design shifting toward “soft” optimization and rapid analog scans, the need for manageable, multi-functional heterocycles has soared. Academic labs jump at the chance to test a single core with various side chains; they’re looking for SAR patterns that genuinely shift a molecule’s behavior. In smaller contract research outfits, the hands-on workflow demands compounds that cut down on workup headaches and heavy metal residue. Selectivity at each halogen has always been the “holy grail” for chemists treading that fine line between creativity and reproducibility.
Even with clever chemistry, something as basic as mislabeled building blocks can wreck trust between vendors and research groups. Stories circulate about suppliers whose products failed basic authenticity tests, costing labs precious time and reputation. An imidazo[1,2-a]pyridine with dual halogen tags helps, not just in the bench syntheses, but also for provenance. With two distinct halogens, spectral verification by NMR and MS becomes straightforward, sidestepping identity confusion. I’ve worked through datasets where a well-placed iodo or bromo signal clinched the proof a supplier needed to keep business with a multinational firm.
For regulatory teams, this sort of reliability pays forward. Custom APIs or reference standards often begin with a meticulously tracked starting point. In CRO and CDMO settings, client trust pivots on a vendor’s ability to field reproducible, confirmed material batch after batch. As more regulatory agencies call for origin audits, compounds with a clear, unique spectral fingerprint—like 6-Bromo-3-Ioimidazole[1,2-A]Pyridine—become even more attractive.
Halogenated organics sometimes make people nervous, mostly because of past encounters with unpredictable decompositions or unplanned exotherms. In day-to-day use, 6-Bromo-3-Ioimidazole[1,2-A]Pyridine doesn’t typically show those bad habits. It sits in the balance between easy handling and substantial functional group tolerance. On the floor, the best practice has always been to keep containers sealed, wear gloves, and avoid contact between stock and strong acids or bases. Odor tends to be mild, lacking the volatility or pungency found in lower molecular weight bromides or iodides. Finished reactions rarely throw off heavy fumes during workup, cutting down lab ventilation headaches.
Some partners have flagged concerns over heavy atom waste streams or recycling, particularly in larger-scale deployments. In my own experience, careful aqueous workup and separation usually recover almost all starting halogens, making waste streams manageable. Labs focused on sustainability can often work with waste handlers to recycle residual bromo and iodo fractions, giving process managers another layer of safety and environmental compliance.
Supply chain comforts shouldn’t mask real challenges. Widening access to high-quality halogenated pyridines means pushing transparency in global sourcing and ensuring smaller buyers get the same assurances as pharmaceutical giants. The rise of small biotech startups means more groups are ordering advanced intermediates in smaller quantities, with varying requirements on purities and packaging. The industry faces a crossroads: either improve documentation, authentication, and tracking for all customers, or risk multiplying supply chain errors.
A possible solution emerges from closer partnerships with analytical labs. In practice, third-party NMR or LC-MS verification now stands as a solid safeguard for buyers. Some research groups demand independent confirmation before a compound even touches their bench. This extra step fosters accountability on both ends—vendors sharpen their processes, and customers catch issues before they snowball. In a landscape where counterfeiting and batch discrepancies remain tough adversaries, tools like next-generation barcoding and lot tracking have started to appear, helping bring the reliability up to the expectations of regulated industries.
The conversation about this compound hasn’t stayed inside industry walls. University partnerships, student-led startup ventures, and nonprofit initiatives in medicinal chemistry all benefit from consistent, scalable building blocks. From time spent in both basic science classrooms and startup incubators, I’ve seen how easy access to core reagents like 6-Bromo-3-Ioimidazole[1,2-A]Pyridine changes project outcomes. Undergraduates move faster in research labs when they don’t have to redistill or repurify every bottle; small grant budgets stretch further.
Open data, shared protocols, and cross-institutional collaboration depend on a common language—often, this translates into using agreed-upon, reliable materials. The chemistry community publicizes a lot of negative results tied to inconsistent building block quality, and this disappoints everyone from undergrads to seasoned postdocs chasing a tough target. A robust supply of this particular compound means more journals citing reproducible methods, and fewer nights spent troubleshooting strange NMR shifts.
Years ago, many synthetic routes remained hidden behind proprietary walls, restricting both academic curiosity and startup innovation. Better access to advanced intermediates, especially dual-halogenated backbones, now allows researchers to redirect their focus from reinventing building block synthesis to innovating in late-stage modifications and target validation. In interviews, medicinal chemists often mention that intellectual property positions improve dramatically when a flexible, underexploited core is available. The unique pattern of halogens here, with less saturation than aryl chlorides and more freedom for novel coupling sequences, paves the way for researchers to lay claim to new analog series and potentially new patentable drugs.
This shift boosts collaboration opportunities. Joint IP ventures and consortia can focus on divergent analog expansion with clear, clean origins—decreasing legal headaches over unclear provenance.
The seasoned researchers of tomorrow learn best with reliable reagents. Whether running undergraduate organic labs, mentoring grad students, or managing internship cohorts at startup companies, I’ve found that a well-characterized, functionally useful compound like 6-Bromo-3-Ioimidazole[1,2-A]Pyridine sets everyone up for better success. Teachers rely on experiments that finish on time and demonstrate clear transformations. Any building block that offers two halogen checkpoints earns its place in the stockroom. Students gain confidence as syntheses run to completion without strange byproducts or unexpected color changes.
In smaller teaching labs, consistency carries even more weight. Resource constraints mean failed syntheses leave lasting marks—a lost week or two could cut off an entire class of summer projects. Reliable suppliers, clear COAs, and transparency about material origin help educators rest easier. Tracing the evolution of chemistry curricula, a move toward modern, modular heterocycles mirrors the demands of the broader pharmaceutical and materials industries.
Anyone aiming to speed up drug discovery or fine-tune a molecular toolkit should pay attention to advances like 6-Bromo-3-Ioimidazole[1,2-A]Pyridine. This compound delivers technical choice without unnecessary tradeoffs. Select two halogen positions, tap into decades of cross-coupling know-how, and cut through the delays tied to subpar intermediates. From industry boardrooms to research benches, reliability and smart design in chemical building blocks pay off many times over. By favoring compounds that offer flexibility, selectivity, and trustworthy provenance, chemists lay a smoother path for innovation, teaching, and commercial success.