2-Methoxyphenylacetic acid → HCID 53898978, compound

Participants

Reaction Steps

To a stirred mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-piperazine (250 mg), 2-methoxyphenylacetic acid (92 mg) and 1-hydroxybenzotriazole (75 mg) in dichloromethane (8 ml) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (106 mg) at room temperature. After 3 hours, the reaction mixture was poured into aqueous sodium bicarbonate solution and extracted with dichloromethane. The extract was washed with brine and dried over magnesium sulfate. After evaporation of the solvent, the residue was purified by column chromatography on silica gel using ethyl acetate--n-hexane (1:1.5) as an eluent to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-4-(2-methoxyphenylmethylcarbonyl)piperazine (290 mg) as a powder.

Provenance & Evidence