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

Participants

Reaction Steps

To a stirred solution of 2-(4-(2-tert-butylphenyl)piperazin-1-yl)-2-oxo-acetic acid (0.100 g, 0.34 mmol) in methylene chloride (6.0 mL) was added EDCI (0.085 g, 0.44 mmol) and HOBt (0.060 g, 0.44 mmol) at room temperature. After 1 h N-benzyl-N-ethyl amine (0.050 g, 0.37 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, 90:10 to 0:100 heptane/ethyl acetate, gradient elution) to provide N-benzyl-2-(4-(2-tert-butylphenyl)piperazin-1-yl)-N-ethyl-2-oxoacetamide as a mixture of cis and trans isomers (0.026 g, 19%) as a white foam.

Provenance & Evidence