Hydrochloric Acid → HCID 18328935, compound

Participants

Reaction Steps

Borane-dimethylsulphide (0.5 ml; 10M) was added dropwise to a stirred suspension of 1-(4-bromophenylsulphonyl)-4-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine (493 mg) in THF (10 ml) at 0-5°. The mixture was stirred for 18 hours at 25°. 6M Hydrochloric acid (4 ml) was added dropwise and the mixture stirred for 1 hour, then for 0.25 hours at reflux and then for 1 hour at 20°. The mixture was basified to pH 12 with 2M sodium hydroxide. Water (5 ml) was added and the aqueous extracted with dichloromethane (2×25 ml). Combined organic phases were dried and evaporated to give a gum, Trituration with diethyl ether (2×40 ml) gave, as a colourless solid, 1-(4-bromophenylsulphonyl)-4-[1-(4-pyridyl)piperidin-4-ylmethyl]piperazine (257 mg): m.p. 179-180° C:

Provenance & Evidence