1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-benzyl-2-(4-(2-tert-butylphenyl)-piperazin-1-yl)-N-isopropyl-2-oxoacetamide

Participants

Reaction Steps

To a stirred solution of 2-(4-(2-tert-butylphenyl)piperazin-1-yl)-2-oxo-acetic acid (0.091 g, 0.31 mmol) in methylene chloride (5.0 mL) was added EDCI (0.078 g, 0.41 mmol) and HOBt (0.055 g, 0.41 mmol) at room temperature. After 40 min N-benzylpropan-2-amine (0.054 g, 0.36 mmol) was added at room temperature. After 16 h the reaction mixture was concentrated under reduced pressure and the residue was purified by flash column chromatography (silica gel, 80:20 to 70:30 heptane/ethyl acetate, gradient elution) to provide N-benzyl-2-(4-(2-tert-butylphenyl)-piperazin-1-yl)-N-isopropyl-2-oxoacetamide as a mixture of cis and trans isomers (0.041 g, 32%) as a white solid, mp 65-68° C.

Provenance & Evidence