Methyl 4-methoxy-1H-indole-2-carboxylate(CAS: 111258-23-2)

Methyl 4-methoxy-1H-indole-2-carboxylate is a white crystalline solid with a molecular weight of approximately 226.25 g/mol. It is soluble in solvents such as methanol and ethyl acetate. The compound is moderately reactive and can undergo ester hydrolysis under basic conditions. It has a melting point of about 140-142°C and a boiling point of around 315-317°C. Safety data sheets (SDS) should be consulted for detailed information on handling and storage.

Methyl 4-methoxy-1H-indole-2-carboxylate can be synthesized via the esterification of 4-methoxy-1H-indole-2-carboxylic acid with methanol. Commonly, this process is catalyzed by a solid acid like sulfuric acid or p-toluenesulfonic acid. The reaction is performed at elevated temperatures, typically between 90-100°C, and the yield is around 85-90%. The product is then purified by recrystallization from ethanol or methanol.

Methyl 4-methoxy-1H-indole-2-carboxylate is primarily used in the pharmaceutical industry as a precursor for the synthesis of various indole derivatives. It finds applications in the development of novel drugs, particularly in the areas of anti-inflammatory and anticancer therapies. Additionally, it is utilized in the production of sensors and semiconductors due to its unique chemical properties.

When handling Methyl 4-methoxy-1H-indole-2-carboxylate, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of a spill, it should be immediately contained and cleaned up using appropriate absorbent materials. Always consult the safety data sheet (SDS) for detailed emergency procedures and handling instructions.