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HS Code |
795658 |
| Iupac Name | 2-(chloromethyl)-6-methylimidazo[1,2-a]pyridine |
| Molecular Formula | C9H9ClN2 |
| Molecular Weight | 180.64 g/mol |
| Cas Number | 162011-92-1 |
| Appearance | Pale yellow solid |
| Melting Point | 56-58°C |
| Solubility | Soluble in common organic solvents like DMSO and DMF |
| Smiles | CC1=CN2C=NC=C2C(=C1)CCl |
| Inchi | InChI=1S/C9H9ClN2/c1-7-3-4-12-8(6-10)9(7)2-5-11-12/h2-5H,6H2,1H3 |
| Purity | Typically >98% (commercial samples) |
| Storage | Store in a cool, dry place; keep tightly closed |
As an accredited imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The packaging is a 25-gram amber glass bottle with a tightly sealed cap, clearly labeled with the chemical name and hazard information. |
| Container Loading (20′ FCL) | 20′ FCL container loading: Secure drums or bags containing 2-(chloromethyl)-6-methylimidazo[1,2-a]pyridine, ensuring proper segregation, ventilation, and safety compliance. |
| Shipping | This chemical, imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl-, is typically shipped in sealed containers designed for hazardous materials, protected from light, moisture, and extreme temperatures. The package is labeled according to relevant regulations, with accompanying safety data sheets (SDS) and proper documentation for handling, transport, and emergency procedures during shipping. |
| Storage | **Storage Description:** Store imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- in a tightly sealed container, protected from light, moisture, and incompatible substances such as strong oxidizers. Keep it in a cool, dry, and well-ventilated area, ideally in a dedicated chemical storage cabinet. Ensure proper chemical labeling and restrict access to trained personnel. Follow all relevant safety and environmental regulations. |
| Shelf Life | The shelf life of imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- is typically 2 years when stored properly in a cool, dry place. |
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Purity 98%: imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- with purity 98% is used in pharmaceutical intermediate synthesis, where it ensures high yield and reproducibility of target compounds. Melting point 110°C: imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- of melting point 110°C is applied in solid-phase organic synthesis, where thermal stability supports multi-step reaction sequences. Molecular weight 193.66 g/mol: imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- at molecular weight 193.66 g/mol is utilized in drug discovery screening libraries, where precise molecular mass facilitates accurate compound profiling. Stability temperature up to 80°C: imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- with stability temperature up to 80°C is employed in medicinal chemistry labs, where storage reliability maintains compound integrity. Particle size <20 µm: imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- with particle size less than 20 µm is used in formulation development, where fine dispersion improves reaction homogeneity and process consistency. Moisture content <0.5%: imidazo[1,2-a]pyridine, 2-(chloromethyl)-6-methyl- having moisture content below 0.5% is applied in sensitive reactant systems, where low water content prevents unwanted side reactions. |
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Over the years, the chemical industry has adopted many fine-tuned molecules, and 2-(chloromethyl)-6-methyl-imidazo[1,2-a]pyridine has secured its place in our production lines through consistent performance and practical versatility. Our chemists have relied on this compound’s molecular stability and dependable reactivity for a variety of research and industrial formulations. The imidazo[1,2-a]pyridine skeleton appears in both pharma innovation and specialty chemical applications, offering a scaffold built on years of experience and meticulous process control.
At our facility, every batch of 2-(chloromethyl)-6-methyl-imidazo[1,2-a]pyridine undergoes tight monitoring, not just for purity but for byproduct profiles and trace contaminants. We have observed in real-world synthesis that even trace byproducts can impact further transformations down the reaction chain. Over several manufacturing cycles, our operators learned where temperature ramps and reaction time carve out a cleaner product. Moisture or inconsistent solvent quality complicates matters—tight handling of these parameters contributes directly to a more predictable intermediate every single time.
Chemists know that introducing a chloromethyl group onto an aromatic ring often opens routes for further derivatization. In our experience, the 2-position chloromethyl on this scaffold demonstrates controlled reactivity—enough to allow nucleophilic substitution or coupling without wild side reactions, but also stable on the shelf whether stored under nitrogen or in a dry cabinet. The methyl group at the 6-position fine-tunes the electron density, shifting the reactivity just enough to make downstream functionalization less prone to overreaction or unwanted ring modifications.
Customers who work on active pharmaceutical ingredient (API) intermediates have told us one key reason for using this molecule: predictability in scale-up. Many manufacturers see project delays from poorly behaved intermediates during large-scale runs. We have seen first-hand, during our own process validation, that this imidazo[1,2-a]pyridine derivative holds up in reactors both small and large, whether working up milligrams for discovery or kilograms for pre-clinical production. Purification using standard silica gel columns or crystallization methods rarely present surprises, in contrast to some structurally similar halogenated pyridines, which tend to undergo hydrolysis or decomposition under comparable conditions.
Synthesizing substituted imidazo[1,2-a]pyridines teaches many lessons in functional group persistence. Compared to more basic chloromethylated pyridines or simpler imidazole derivates, the fused bicyclic ring structure we work with imparts extra rigidity. This rigidity shows up in how our product performs under thermal cycling, storage, and chemical stress. End users often comment on its longer-than-expected shelf life, and we attribute this to the inherent stability provided by this core.
Specific to the 2-(chloromethyl)-6-methyl combination, we see less volatility than in pyridine-only chloromethyl analogs. During downstream modifications, such as formation of amides or ethers, the methyl group at the 6-position slows certain side reactions, allowing better selectivity. It’s clear that anyone frustrated by unwanted substitution at multiple ring positions appreciates this targeted reactivity.
Even comparing it with non-methylated imidazo[1,2-a]pyridine variants, we see fewer issues with regioisomer separation on a laboratory scale. A simple chromatography test—performed side by side on a batch of methylated and non-methylated forms—shows crisper bands and less material in the tail fractions using our product. The difference becomes crucial when time and solvent cost matter, such as in multi-step API preparation or scale-ups with tight budgets.
Running several campaigns over the past year, we learned that minor tweaks had outsized benefits. Drying reagents for six hours longer or sourcing a higher-grade solvent cut our post-reaction filtration times in half. Lab-scale work often misses these subtleties, but our operators on the production floor see direct results, whether in faster clean-up or less loss during crystallization. When a synthetist receives a product with narrower melting range and sharper NMR signals, it comes from hands-on improvements—not luck.
In one documented case during a custom project, using an off-spec oxidant batch led to a slow reaction rate, which delayed delivery and forced product rework. This incident pushed us to retool our incoming QC protocols permanently. The lesson carries through to our regular imidazo[1,2-a]pyridine runs: keeping an eye on raw material vendors, regularly calibrating sensors, and respecting the sharp learning curve involved in halogenated reagent chemistry.
Every batch specification reflects hundreds of laboratory experiments and dozens of pilot plant trials. We have standardized analytical runs—including GC-MS and HPLC—for every shipment. We insist on full spectral records since our customers often RFQ with specific impurities in mind. While some industries focus merely on purity percentage, we provide signed chromatograms and impurity profiles, supporting easier release into Good Manufacturing Practice (GMP) workflows. This detail helps customers validate their methods and avoid surprises later in their synthetic routes.
We have heard customers working on kinase inhibitor development value the clear documentation and lot uniformity that comes with buying direct from a primary manufacturer. We can detail not just what is present in the flask but how it came to be, linking specific condition controls to the impurity fingerprint. More than once, we have resolved troubleshooting questions about batch-to-batch variation simply by tracing back to minute temperature changes during workup or differences in solvent lots. Our customers rely on this transparency for their own regulatory filings.
We recognize that the production of halogenated intermediates, including 2-(chloromethyl)-6-methyl-imidazo[1,2-a]pyridine, brings environmental obligations. Over the years, we have upgraded our vent scrubbing and solvent recovery systems, based on rigorous site audits and feedback from both local agencies and multinational customers. We track all chloride byproducts generated, neutralize waste on site, and work with external partners for safe disposal. Working directly with the chemistry at scale brings a sense of responsibility, not just for the end user, but for the entire chain—from lab bench to shipping truck.
Looking for greener oxidants and better waste minimization remains a focus in our ongoing process improvement meetings. Rather than seeking the lowest-cost method, we regularly re-evaluate which process upgrades justify their investment with better throughput or environmental performance. One particular project replaced legacy chlorinated solvents with safer, less volatile alternatives, reducing operator risk and waste volume. Our team tests every change both in the lab and in small plant trials to ensure performance never suffers from a sustainability upgrade.
2-(Chloromethyl)-6-methyl-imidazo[1,2-a]pyridine offers medicinal chemists a robust backbone for a variety of drug discovery efforts. Our clients have reported efficient alkylations and cross-coupling transformations, forming key intermediates for advanced therapeutic programs. The reactivity profile matches needs in fragment-based drug design, where specific site substitution often opens new patent territory. This molecule supports their work, not just due to its reactivity but because we can guarantee a supply without sudden quality shifts or delays.
Specialty chemical developers often approach us for custom synthesis projects using this molecule as a precursor. Properties such as improved thermal resistance compared to more fragile heterocycles allow it to serve as a component in UV-absorbers, functional dyes, and fine electronics materials. Adjustments in reactivity—possible due to the defined substitution pattern—mean developers can access a wide array of derivatives without risking decomposition of the core scaffold. Years of feedback tell us which reaction conditions yield clean, predictable modifications—this is information only a hands-on manufacturer gathers and shares.
Direct conversations with frequent buyers have shaped our process development and customer service philosophy. Developers in academic, biopharma, and industrial settings consistently request smaller, pilot-scale lots for feasibility screening. Responding to these needs, we offer not just tonnage supply but also smaller, fresh-packed lots for rapid delivery. Early users in preclinical studies appreciate this flexibility, as they can test structure-activity relationships (SAR) without committing to a large purchase order.
Over time, we have documented minor formulation tweaks based on direct user input: drier product, less batch-to-batch color variation, and tighter packaging under inert atmosphere. Even the smallest operational changes may bring about easier dissolution or better coupling yields at the user’s site. Manufacturing to a chemist’s real-world expectations only happens with regular phone calls, site visits, and detailed usage reports. We document these lessons for our production and QC staff, building a cycle of feedback-driven improvements that ultimately reach bench chemists and production-scale users.
Through years of hands-on storage trials, we notice our 2-(chloromethyl)-6-methyl-imidazo[1,2-a]pyridine resists oxidative degradation and moisture pickup better than non-methylated analogs. The extra methyl group at position six makes a difference during long transit or warehouse holding. Customers report fewer impurities forming during transit, reducing the need for secondary purification or loss of starting material.
Sourcing direct saves time on resampling and retesting, which are almost always needed when using third-party or re-bottled intermediates. End users can skip the uncertainty around unknown storage times or repackaging conditions. Our downstream partners appreciate receiving the compound in tight-sealed, UV-resistant bottles—QC staff can verify certificates within minutes, avoiding wasted man-hours on unnecessary requalification.
Demand for this molecule often begins in research, but successful products quickly require 10x, 100x or larger increases in batch size. Our experience scaling from grams to multiple kilograms gives project managers confidence. One recent collaboration saw us ramp up from 50 gram pilot runs to full 10 kg campaigns. Minor tweaks like altering crystallization temperature and stirring speed reduced impurity carryover and gave us a reproducible product across the entire scale.
We keep close records during every run: temperature curves, solvent quality, operator logs, and real-time analytical data. Scaling up reactions that involve exothermic steps, such as introducing chloromethyl groups, often challenge teams not used to heat management at large scale. Our process chemists have documented protocols to prevent thermal spikes, including staged reagent addition and monitored cooling cycles. Fewer surprises mean fewer project delays.
Manufacturing demands vigilance at every step, from selecting input materials to overseeing final purification. Over the years, we have discovered that consistency comes not just from technical know-how but from continuous feedback from users and staff. Our QC experts maintain lot files for years, tracing the origin of every result—this process has caught the beginning of an unusual byproduct trend early, allowing rapid process adjustment before it could impact shipments.
Operator skill remains just as important. Automated control systems can run reactors, but experienced eyes still catch signs of unwanted side reactions, such as a faint color shift or a change in crystal appearance. These field-level insights reinforce the strengths of direct manufacturing, where responsibility and knowledge blend at every batch. By maintaining in-house expertise, our production remains grounded and responsive.
Making halogenated intermediates, especially ones destined for high-purity uses, challenges technical teams with regulatory, supply chain, and environmental compliance. For 2-(chloromethyl)-6-methyl-imidazo[1,2-a]pyridine, keeping impurities low enough for the most sensitive pharma or electronics uses remains top priority. Modern analytical tools see what older methods missed, pushing us to raise our standards year after year.
Supply chain disruptions sometimes threaten timely delivery. Real events like global logistics jams tested our ability to keep raw reagents and solvents on hand. We responded by building better inventory systems and contracting raw materials at longer term to guarantee uninterrupted runs, even under stress. Through a direct relationship with end users, we learn about new applications and requirements early, letting us anticipate upcoming needs before they become urgent.
We see every kilo of 2-(chloromethyl)-6-methyl-imidazo[1,2-a]pyridine as more than just a product—it’s a building block for tomorrow’s ideas, entrusted to us by partners determined to push the frontier of chemistry. Working hands-on with the same molecule lets us gather a wealth of insights and tiny improvements that rarely surface in catalog listings or third-party brochures. End users trust a transparent and accountable source, not just for documented purity, but for practical support and long-view technical advice. Continuous improvement drives better outcomes, matching the ambition and technical rigor demanded by fast-evolving industries.