HCID 10838167, compound → HCID 10504686, compound

Participants

Reaction Steps

A solution of 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (1.0 g) in acetic acid (15 ml) was hydrogenated over 10% palladium carbon (50% wet, 0.25 g) under ordinary pressure for 5 hours at room temperature and then 3 hours at 50° C. After cooling, the catalyst was filtered off and the filtrate was evaporated in vacuo. The residue was recrystallized from diisopropyl ether to give 1-[(1R,2S)-2-(2-fluorophenyl)-2,3-dihydroxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2-imidazolidinone (0.69 g) as a colorless crystalline powder. The mother liquor was concentrated in vacuo and the residue was purified by chromatography on silica gel (eluent; hexane-ethyl acetate, 2:1) followed by crystallization from a mixture of diisopropyl ether and hexane to give the additional product (0.20 g).

Provenance & Evidence