Triethylamine → 4-(4-(4-Pyridyl)piperazin-1-yl)phenol

Participants

Reaction Conditions

Reaction Steps

A solution of 4-chloropyridine HCl (450 mg) and 1-(4-methoxyphenyl)-piperazine (226 mg) in ethanol (20 ml) and water (2 ml) containing triethylamine (0.5 ml) was heated under reflux for 18 hours. The solution was evaporated, water (50 ml) added and the solution taken to pH 8 by addition of solid potassium carbonate to give a precipitate which was filtered, washed with water and dried. The solid (33 mg) was stirred in concentrated aqueous hydrogen bromide (2 ml) at 140° C. for 8 hours, poured into cold water (2 ml) and taken to pH 7 with aqueous ammonia (1.3 ml) to give a solid which was filtered, washed with water and dried to give 1-(4-hydroxyphenyl)-4-(4-pyridyl)piperazine (28 mg), m.p. 288-290° C.

Provenance & Evidence