Hydrochloric Acid → HCID 69202283, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 4′-(2-methanesulfonyloxyethoxy)-3′,5′-dimethylbiphenyl-4-carboxylate (0.10 g) and 4-((R)-3-amino-2-hydroxypropoxy)-1,3-dihydrobenzimidazol-2-one (0.057 g) in ethanol (2 mL) was stirred at 80° C. overnight. After being cooled to room temperature, a 2 mol/L aqueous solution of sodium hydroxide (0.5 mL) was added to the reaction mixture, and the mixture was stirred at 70° C. for 3 hrs. After being cooled to room temperature, to the mixture was added 2 mol/L hydrochloric acid (0.5 mL). The precipitated insoluble materials were collected by filtration, and purified by preparative reverse phase column chromatography (Shiseido Capcell Pak C18 ODS, 5 μm, 20×50 mm, linear gradient 0.1% aqueous formic acid/acetonitrile=90/10-60/40) to afford the title compound (0.027 g).

Provenance & Evidence