Triethylamine → HCID 18357139, compound

Participants

Reaction Steps

A solution of methanesulphonyl chloride (0.155 ml) in dichloromethane (10 ml) was added dropwise to a stirred solution of 1-(4-aminomethylphenyl)-4-(4-pyridyl)piperazine (536 mg) in dichloromethane (50 ml) containing triethylamine (0.5 ml). The resulting solution was stirred at ambient temperature for 7 hours. The solution was evaporated and the residue was extracted with ethyl acetate. The ethyl acetate extracts were washed with water, sodium bicarbonate solution, brine, dried (MgSO4) and evaporated. The solid residue was recrystallised from methanol to give 1-(4-pyridyl)-4-(methanesulphonamidomethylphenyl)piperazine (356 mg) as a solid, m.p.236-238° C.; microanalysis found: C,59.3; H,6.4; N,16.2%; C17H22N4O2S requires: C,58.8; H,6.4; N,16.2%; NMR: 2.8(s,3H), 3.15-3.3(m,4H), 3.4-3.55(m,4H), 4.00-4.10(d,2H,), 6.80-6.90(d,2H), 6.90-7.00(d,2H), 7.15-7.25(d,2H), 7.3—7.5(t,1H), 8.20(d,1H); MS: m/z 311 (MH)+.

Provenance & Evidence