Cyclopropanecarboxylic acid → HCID 67442007, compound

Participants

Reaction Steps

To an ice-cold mixture of 2-(3-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (150 mg, 0.48 mmol), cyclopropanecarboxylic acid (86.1 mg, 0.73 mmol), N,N-diisopropyl ethylamine (0.16 mL, 0.96 mmol) in dichloromethane (10 mL) was added a solution of phosphorus oxychloride (0.08 mL, 0.82 mmol). Then the reaction mixture was stirred at room temperature for 2.5 h. LC-MS indicated that the starting material was consumed completely. Solvent was removed in vacuo and the residue was purified by Prep.thin layer chromatography (petroleum ether/ethyl acetate=2:1) to afford 109 mg of methyl 2-(3-(cyclopropanecarboxamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate as a pale yellow solid; Yield: 59.8%;

Provenance & Evidence