N,N-Dimethylglycine → N-(5-Chloro-2-(2-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy)-benzyl)-2-diethylamino-acetamide

Participants

Reaction Steps

To a solution of N,N-dimethylglycine (0.014 g, 0.13 mmol) and (2R,5S)-2-(2-aminomethyl-4-chloro-phenoxy)-1-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-ethanone (0.063 g, 0.15 mmol) in dichloromethane (2 mL) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (0.034 g, 0.18 mmol), 1-hydroxybenzotriazole (0.021 g, 0.15 mmol), and triethylamine (0.036 mL, 0.36 mmol). After the reaction was stirred for 48 hours, the solution was diluted with saturated aqueous sodium bicarbonate and extracted with dichloromethane (3×). The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo. Chromatography on silica gel gave the title compound (0.063 g, 80%).

Provenance & Evidence