1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 54490953, compound

Participants

Reaction Steps

To a stirred mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-4-(4-carboxybenzyl)-2-(1H-indol-3-ylmethyl)piperazine (150 mg) and diethylamine hydrochloride (28 mg) in dry dichloromethane (5 ml) were added a solution of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (40 mg) in dichloromethane (1ml) and 1-hydroxybenzotriazole (34 mg) at room temperature. After 5 hours, the reaction mixture was poured into aqueous sodium bicarbonate solution (20 ml). The organic layer was separated and washed with brine and dried over magnesium sulfate. The crude product obtained was purified by column chromatography on silica gel using ethyl acetate-n-hexane (4:1) to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-4-[4-(N,N-diethylaminocarbonyl)benzyl]-2-(1H-indol-3-ylmethyl)piperazine (107 mg) as a powder.

Provenance & Evidence