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methyl 1-methyl-1H-indole-2-carboxylate; CAS No.: 37493-34-8; methyl 1-methyl-1H-indole-2-carboxylate. PROPERTIES: This compound presents a methyl 1-methyl-1H-indole-2-carboxylate structure, combining a methyl ester, a methyl substituent, and an indole ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 193.2 g/mol (C12H11NO2). The melting point ranges between 110-115 C, and it exhibits moderate solubility in common organic solvents like ethyl acetate, dichloromethane, and tetrahydrofuran while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: Methyl 1-methyl-1H-indole-2-carboxylate serves as a versatile intermediate in pharmaceutical and chemical synthesis. Its methyl 1-methyl-1H-indole-2-carboxylate structure enables diverse reactivity patterns, including ester hydrolysis, nucleophilic substitution at the methyl ester, and electrophilic substitution at the indole ring. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, G protein-coupled receptors, and proteases. The methyl ester can be hydrolyzed to a carboxylic acid or reduced to an alcohol for further functionalization. This compound also functions as a building block in the synthesis of fluorescent probes and bioconjugation reagents. Academic studies employ it as a model compound in Organic Chemistry journals, focusing on the development of novel methylindole derivatives based on the methyl 1-methyl-1H-indole-2-carboxylate scaffold.