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6-Bromo-2-Methylimidazo[1,2-A]Pyridine

    • Product Name 6-Bromo-2-Methylimidazo[1,2-A]Pyridine
    • Alias 6-Bromo-2-methylimidazo[1,2-a]pyridine
    • Einecs 821-617-1
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    271100

    Product Name 6-Bromo-2-Methylimidazo[1,2-A]Pyridine
    Cas Number 110852-43-6
    Molecular Formula C8H6BrN3
    Molecular Weight 224.06
    Appearance Off-white to pale yellow solid
    Purity Typically ≥98%
    Solubility Soluble in DMSO, slightly soluble in water
    Smiles CC1=NC2=NC=CC=C2N1Br

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    More Introduction

    Exploring the Potential of 6-Bromo-2-Methylimidazo[1,2-A]Pyridine in Modern Laboratories

    Introducing a Versatile Compound for Discovery and Innovation

    Life in chemical research rolls forward through the creativity of people and the ingenuity of molecules that let ideas become reality. Days spent at the bench often reveal a truth about organic compounds: some molecules open more doors than they close. Among the recent options, 6-Bromo-2-Methylimidazo[1,2-A]Pyridine keeps showing up as a reliable partner for those needing reactivity, unique substitution patterns, and a platform that enables smart design.

    Built for the Demands of Synthetic Chemistry

    6-Bromo-2-Methylimidazo[1,2-A]Pyridine steps into the scene defined by its fused ring system, which brings a rigid aromatic backbone, and the specific arrangement of bromine and methyl groups. Chemists know that both features improve the chances for fine-tuned transformations. The methyl group on the second position shifts electron density just enough to affect reactivity, giving researchers a nudge when running palladium-catalyzed cross-couplings or nucleophilic aromatic substitution. Bromine at the sixth position opens up pathways to arylation and offers a reliable leaving group.

    The structure of this molecule plays a role in applications beyond synthetic experiments. The imidazo[1,2-a]pyridine nucleus shows up in exploratory programs targeting new pharmaceutical agents. Medicinal chemists gravitate toward this core because it brings a balance of molecular rigidity and drug-like properties—helping to guide early leads or probe biological targets.

    Real-World Chemistry in Everyday Research

    Working with 6-Bromo-2-Methylimidazo[1,2-A]Pyridine, you feel the benefit of its stable crystalline form. This substance lands in the lab as an off-white or beige powder, with good bench stability and simple storage requirements. Melting points cluster in a range that suits most organic synthetic work, frequently holding around 80–130°C depending on the supplier’s process and the thoroughness of purification. Labs don’t face harsh handling restrictions, giving researchers space to work without fuss over decomposition or loss of reactivity.

    The compound dissolves in common laboratory solvents like DMSO, DMF, and often in hot ethanol, so it slides straight into most reaction planning. Researchers looking to run Suzuki, Sonogashira, Buchwald-Hartwig, or Heck couplings have noticed predictable yields, especially when using modern palladium catalysts and phosphine ligands. Aromatic bromides usually show more stable chemistry than their iodine or chlorine counterparts, and this one brings neither the runaway reactivity of iodides nor the intransigence sometimes found in chlorinated analogs.

    Practical Success in Drug and Material Discovery

    There’s been a surge of imidazo[1,2-a]pyridine derivatives in the literature over the last decade. Scientists see patterns form around antibacterial, antiviral, and CNS-related pharmacophores all stemming from this fused ring system. By introducing bromine and methyl groups at these select positions, medicinal chemistry teams create pathways to analog collections—fine-tuning potency and selectivity one small transformation at a time. Each new substitution pattern offers a chance at solving toxicity, solubility, or off-target activity.

    I remember sifting through journal articles and seeing 6-Bromo-2-Methylimidazo[1,2-A]Pyridine show up as a privileged scaffold. Not just in one-off projects, but in broad structure–activity relationship (SAR) explorations, where standard imidazo[1,2-a]pyridines failed to deliver strong signals. Incrementally tweaking bromine for other halogens or dropping the methyl group has given teams clearer answers on what parts of a molecule drive activity.

    In material science, the compound serves as a building block for optoelectronic devices. The rigid aromatic core resists photodegradation, and the bromine presents a simple handle for further functionalization—vital in tuning the electronic properties of polymers or crystalline frameworks. Peers working in this space have pointed out the ease of integration into donor–acceptor dyads. These act as active layers in organic LEDs and solar cell applications. That’s a niche, for sure, but the underlying chemistry remains solid.

    How 6-Bromo-2-Methylimidazo[1,2-A]Pyridine Stands Out from Similar Compounds

    The real difference shows in day-to-day synthesis. Many alternatives offer a plain imidazopyridine ring without extra functional groups for branching out. These lack options for further substitution or demand harsher conditions to make room for coupling partners. I’ve seen colleagues spend extra hours on stubborn dehalogenations or wishing for more selective transformation routes.

    Compare this compound with unsubstituted imidazo[1,2-a]pyridines: they often fall flat in delivering unique analogs, especially for those running combinatorial synthesis or fast analog libraries. The bromine makes all the difference when aiming to access a broad chemical space using mild conditions. In contrast, adding functionalities later at specific positions requires steps that waste time or produce undesirable byproducts.

    With iodo analogs, while the reactivity for certain cross-couplings can be higher, they often come with drawbacks in stability, shelf-life, and cost—plus the environmental impact tied to iodine processing and waste. Brominated versions avoid these pain points, drawing less regulatory attention for disposal and enabling better cost control on multigram syntheses.

    Chlorinated derivatives survive more rigorous conditions, but their lower reactivity can slow down workflows. Many labs opt for brominated intermediates for this balance—neither sluggish and stubborn nor touchy and short-lived.

    Ensuring Lab Efficiency and Safety

    Practical chemistry has to merge convenience with worker safety, and 6-Bromo-2-Methylimidazo[1,2-A]Pyridine meets that standard. Its dust presents low volatility; spills remain easy to contain and clean. Unlike some halogenated aromatics, this compound rarely emits harmful vapors under ambient conditions. Researchers have mentioned the ease of routine weighing and transfer, since it tends to clump less and stays free-flowing. These may sound like minor perks to outsiders, but in an environment filled with daily routines and rapid multitasking, small advantages add up.

    Downstream purification feels less daunting here. Even after multi-step reaction sequences, silica gel chromatography efficiently separates products, and few byproducts linger to cause trouble. The compound’s UV absorbance profile helps lab teams monitor reactions and troubleshoot stalled runs in real time, giving more control at the bench.

    Supporting Robust Research Workflows

    Researchers push hard for compounds that simplify rather than complicate. In discovery groups, time is money and every failed experiment can set back months of work. A model reagent like 6-Bromo-2-Methylimidazo[1,2-A]Pyridine lets teams focus on creative design rather than troubleshooting reactions rooted in starting material quirks.

    MS and NMR spectra, collected routinely in well-equipped labs, reveal clean, interpretable signals for this compound. The aromatic region sits comfortably separated from the methyl group, meaning quick confirmation of reaction progress or identity. High-resolution mass spec confirms expected isotope patterns from bromine, an extra layer of confidence for anyone verifying purity or tracking intermediates. TLC behavior also helps with process monitoring, since the spot remains clear and isolated in most solvent systems—a boon for those running dozens of reactions per week.

    Research groups across academic and industrial settings highlight how this compound fares in scale-up. Making 100 mg or 50 grams brings little difference in workflow. The robust chemistry translates well to larger flasks and parallel synthesis platforms, which forms the backbone of modern medicinal chemistry and drug screening. Running reactions at these scales, labs appreciate reagents that minimize batch-to-batch variation. While many newer heterocycles introduce mystery impurities, 6-Bromo-2-Methylimidazo[1,2-A]Pyridine tends to behave consistently from order to order.

    Toward Greener Chemistry and Responsible Research

    The lab world leans toward green chemistry more with every year, facing regulations and moral imperatives alike. While halogenated compounds receive scrutiny for environmental impact, brominated heterocycles—especially those that can be used in high-yielding, low-waste reactions—strike a manageable compromise. My own experiences have shown that thoughtful planning with this reagent can reduce waste, thanks to better selectivity and high functional group tolerance. The need for toxic reagents and specialty solvents drops compared to more fragile intermediates.

    Labs developing greener processes report success replacing traditionally wasteful halogenations with direct functionalizations. 6-Bromo-2-Methylimidazo[1,2-A]Pyridine lends itself well to these step-saving protocols and improves metrics for atom economy. Some groups experiment with catalytic protocols that recover or recycle bromine-containing byproducts, limiting what goes down the drain. These ongoing adjustments support the broader goal of sustainable science.

    Navigating Procurement and Quality Concerns

    Anybody buying chemicals on a budget knows the headaches: variable purity, unexpected byproducts, or confusing batch documentation. Seasoned procurement specialists check for certificates of analysis, batch quality data, and independent verification. The relative popularity of 6-Bromo-2-Methylimidazo[1,2-A]Pyridine ensures more reliable sources. Many major chemical suppliers now regularly maintain inventory, keep pricing reasonable, and offer multi-scale packaging options.

    Most offerings today provide analytical data up front, supporting labs aiming for reproducibility—a core tenet of high-quality science. My own work has shown that up-to-date batch data helps head off later troubleshooting. For those with regulatory demands—say, in pharmaceutical development—reliable traceability makes inspection readiness easier and reduces audit findings.

    Challenges and Future Directions

    No compound solves every problem. Despite all its advantages, 6-Bromo-2-Methylimidazo[1,2-A]Pyridine sometimes brings synthetic dead ends. Certain functional group transformations stall or create regioisomeric mixtures. Teams find that high reactivity under some conditions can lead to side reactions, a frequent issue with electron-rich aromatic rings. Careful reaction optimization, and sometimes the use of blocking groups or protecting strategies, helps address these hurdles.

    Material cost sits at the higher end, particularly for high-purity lots. Users working in iterative synthesis might look for alternatives or push for in-house synthesis from cheaper precursors. In such cases, planning routes using inexpensive starting materials or robust one-pot protocols can limit financial strain. Collaborating with suppliers to negotiate batch pricing presents another route for keeping budgets in check.

    Reducing Barriers for Widespread Innovation

    One point that stands out is the community of researchers who freely share detailed protocols involving this compound. Recent years saw more open-access publications describing novel couplings, purification tips, and troubleshooting guides. These shared experiences flatten the learning curve for newcomers and ensure that even those in less resource-rich environments can attempt advanced molecular design. Open science empowers small research units and helps lift broader scientific progress.

    Training junior chemists to handle this molecule often highlights broader lessons in lab technique, data handling, and safety. Consistent performance from well-characterized chemicals allows mentors to focus on experiment logic, mechanistic insight, and creative thinking—the real backbone of lasting scientific skills.

    A Bridge to New Horizons in Discovery Science

    6-Bromo-2-Methylimidazo[1,2-A]Pyridine reminds us that chemical tools shape research outcomes. Its clear difference from close analogs fuels progress across multiple research fronts—from pharmaceuticals to materials. Whether the goal is unlocking new biological targets or crafting next-generation polymers, this compound slots into workflows with minimal fuss and maximal possibility.

    For anyone building a compound library or facing a molecular design bottleneck, turning to scaffolds like this offers a lever for outcome-driven research. Its balance of functional group reactivity, structural rigidity, and commercial availability serves both practical experimenters and those seeking to push the limits of imagination. Chemical research needs partners that lift—not stall—momentum, and in both small and ambitious projects, 6-Bromo-2-Methylimidazo[1,2-A]Pyridine fits the bill.