For chemists and researchers engaged in the synthesis of complex organic molecules, a thorough understanding of the chemical properties of their intermediates is essential. Ethyl 6-chloroimidazo[1,2-a]pyridine-3-carboxylate (CAS: 1260797-60-1) is a prime example of such a valuable compound, finding significant application in pharmaceutical development and other advanced chemical fields. As a dedicated supplier, we aim to provide clarity on its characteristics and how it can be best utilized in your research and manufacturing processes.

Chemical Structure and Key Features

Ethyl 6-chloroimidazo[1,2-a]pyridine-3-carboxylate possesses a molecular formula of C10H9ClN2O2 and a molecular weight of approximately 224.64 g/mol. The core structure is an imidazo[1,2-a]pyridine ring system, a bicyclic aromatic heterocycle known for its biological activity and utility as a scaffold in medicinal chemistry. The presence of a chlorine atom at the 6-position and an ethyl ester group at the 3-position are crucial for its reactivity. The chlorine atom can serve as a handle for nucleophilic aromatic substitution or cross-coupling reactions, while the ester group can undergo hydrolysis, reduction, or amidation, allowing for diverse functionalization.

Physical Properties and Handling

This compound is typically supplied as a solid, indicating a melting point above room temperature. Its density is around 1.36 g/cm³, though this can vary slightly depending on purity and crystalline form. Proper storage is crucial to maintain its integrity; it should be sealed in a dry environment and stored at room temperature. When you buy Ethyl 6-chloroimidazo[1,2-a]pyridine-3-carboxylate, it's important to handle it with appropriate laboratory safety precautions, referring to the Material Safety Data Sheet (MSDS) provided by the manufacturer or supplier.

Reactivity and Synthetic Utility

The synthetic utility of Ethyl 6-chloroimidazo[1,2-a]pyridine-3-carboxylate lies in its ability to participate in a variety of chemical transformations. For instance:

  • Cross-coupling reactions: The C-Cl bond at the 6-position can readily participate in Suzuki, Sonogashira, or Buchwald-Hartwig couplings to introduce new aryl, alkynyl, or amino substituents.
  • Ester modifications: The ethyl ester can be hydrolyzed to the corresponding carboxylic acid, which can then be coupled with amines to form amides, or reduced to an alcohol.
  • Electrophilic substitution: The electron-rich heterocyclic system may also undergo electrophilic aromatic substitution under specific conditions.

These reactive sites make it an invaluable intermediate for building complex molecular architectures. When searching for a reliable manufacturer or supplier for your research needs, ensuring they can consistently provide this compound with the specified purity is key to successful synthetic outcomes.

Sourcing and Application Guidance

For researchers and procurement specialists looking to purchase Ethyl 6-chloroimidazo[1,2-a]pyridine-3-carboxylate, engaging with experienced chemical suppliers and manufacturers is recommended. We offer this key intermediate with guaranteed purity and provide comprehensive technical support, including MSDS and COAs. Our aim is to facilitate your research by ensuring a stable supply of high-quality chemical building blocks.