Cesium carbonate → 5-Chloro-2-methoxy-N-(2-(1-(3-cyclopropylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamide

Participants

Reaction Steps

376 mg (1 mmol) of 4-(2-(5-chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide and 652 mg (2 mmol) of cesium carbonate were heated in 5 ml of N-methyl-2-pyrrolidone with 0.2 ml (1.8 mmol) of cyclopropyl isothiocyanate at 80° C. for 10 minutes. The reaction mixture was poured onto ice/2 M hydrochloric acid, and the precipitated solid was filtered off with suction and washed with water until neutral. The crude product obtained after purification by chromatography (silica gel; toluene/ethanol/ethyl acetate 8/1/1) was crystallized from methanol/diethyl ether. 195 mg (41%) of the title compound were obtained as a colorless solid.

Provenance & Evidence