1-(4-Pyridyl)piperazine → HCID 18918452, compound

Participants

Reaction Conditions

Reaction Steps

1-(4-Pyridyl)piperazine (1.63 g) was dissolved in warm acetontrile (25 ml), the solution cooled to 30° C. and with stirring, a solution of methyl 4-(4-bromomethylphenyl)butyrate in acetonitrile (5 ml) added. After 30 minutes the resulting precipitate was removed by filtration and the filtrate concentrated in vacuo to give a yellow oil. Purification by flash chromatography on silica, eluting with 0 to 4% v/v methanol/dichloromethane gave a solid. Trituration with ether and removal of the insoluble solid gave a clear solution. Concentration of this solution gave the title compound, 0.90 g, as a white fluffy solid: m.p. 126°-127° C.; NMR (d6DMSO) δ8.14(2H,d), 7.24(2H,d), 7.14(2H,d), 6.77(2H,d), 3.59(3H,s), 3.48(2H,s), 3.30(4H,t), 2.59(2H,t), 2.47(4H,t), 2.32(2H,t), 1.63(2H,m); m/e 354 (M+H)+ ; calculated for C21H27N3O2 0.25H2O: C, 70.4; H, 7.7; N, 11.7. found: C, 70.6; H, 7.6; N, 11.7%.

Provenance & Evidence