1-(2-Fluorophenyl)piperazine → ethyl 1-(2-(4-(2-fluorophenyl)piperazin-1-yl)-2-iminoethyl)-5-methyl-1H-pyrrole-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 1-(2-ethoxy-2-iminoethyl)-5-methyl-1H-pyrrole-2-carboxylate hydrochloride (950 mg, 3.46 mmol) and 1-(2-fluorophenyl)piperazine (1.87 g, 10.4 mmol) in ethanol (5 mL) was heated at 55° C. overnight. At this time, the reaction was concentrated in vacuo. Reverse phase column chromatography (0-100% acetonitrile/water) afforded ethyl 1-(2-(4-(2-fluorophenyl)piperazin-1-yl)-2-iminoethyl)-5-methyl-1H-pyrrole-2-carboxylate (1.1 g, 85.4%) as a white solid. LC-MS calcd. for C20H26N4O2 [(M+H)+] 373, obsd. 373.0.

Provenance & Evidence