Water → HCID 18357053, compound

Participants

Reaction Steps

A solution of 4-pyridyl piperazine (9.78 g), 4-fluorobenzonitrile(7.26 g) and powdered potassium carbonate(10 g) was stirred and heated in DMSO(100 ml) at 100° C. for 18 hours. The solution was poured into water (500 ml) to give a precipitate which was filtered and washed with water. The crude solid was dried in a vacuum oven for 18 hours. The residue was dissolved in dichloromethane and purified by flash chromatography on alumina (ICN Alumina N 32-63) using an increasing concentration of ethyl acetate in dichloromethane (up to 100% ethyl acetate) as eluant to give a solid which was recrystallised from ethyl acetate/isohexane to give 1-(4-cyanophenyl)-4-(4-pyridyl)piperazine (7.5 g) as a solid. m.p. 157-158° C.; microanalysis. found: C, 72.7; H, 6.1; N, 21.0%; C16H16N4 requires: C, 72.7; H, 6.1; N, 21.2%. NMR (dmso-d6):3.45-3.55(8H,bs),6.8-6.9(2H,d);7.0-7.1(2H,d); 7.55-7.65(2H,d);8.1-8.2(2H,d); MS m/Z 265 (M+H).

Provenance & Evidence