4-Chlorobenzenesulfonyl chloride → HCID 18697988, compound

Participants

Reaction Steps

4-[1-(4-Pyrimidinyl)piperazin-4-ylcarbonyl]piperidine (412 mg) was dissolved in dichloromethane (16 ml), cooled in an ice bath, stirred and treated dropwise with a mixture of 4-chlorophenylsulphonyl chloride (338 mg) and triethylamine (0.3 ml) in dichloromethane (16 ml). The reaction mixture was allowed to reach room temperature and stirred for 18 h before treating with saturated NaHCO3 solution. This mixture was extracted twice with dichloromethane. The combined organic extracts were washed twice with water and brine, dried over MgSO4, filtered and evaporated under reduced pressure to a yellow solid. The solid thus obtained was chromatographed through a 10 g silica "bond elut" prepacked column, eluting with 1% methanol, 1% ammonium hydroxide and 98% dichloromethane to obtain 1-(4-chlorophenylsulphonyl)-4-[1-(4-pyrimidinyl)piperazin-4-ylcarbonyl]piperidine (178 mg; 26% yield based on the amine), as a white solid, mp 125-128° C.;

Provenance & Evidence