Hydrochloric Acid → HCID 11949832, compound

Participants

Reaction Steps

Pyridine (0.4 mL, 5.0 mmol) was added to a suspension of the hydrochloride of 1-(4-aminobenzyl)-3-(4-trifluoromethoxybenzyl)-1,3-dihydrobenzimidazol-2-one (U) (806 mg, 1.79 mmol) in abs. THF (40 mL). The reaction mixture was stirred at RT for 30 min, methanesulphonyl chloride (0.16 mL, 2.1 mmol, dissolved in abs. THF (1 mL)) was added within a period of 20 min, and the reaction mixture was again stirred at RT over a period of 18 h. To the reaction mixture there were then added H2O (150 mL) and aqueous 2N hydrochloric acid solution (5 mL). After 2 hours, the precipitated solid matter was separated by a frit and then dried in vacuo and recrystallized from ethanol (20 mL). The desired product N-{4-[3-(4-trifluoromethoxybenzyl)-2-oxo-2,3-dihydrobenzimidazol-1-ylmethyl]phenyl}methanesulfonamide (70) was obtained in a yield of 505 mg (57% of theory, mp: 182-187° C.).

Provenance & Evidence