1H-1,2,4-Triazole → HCID 86751398, compound

Participants

Reaction Conditions

Reaction Steps

1-[(1R, 2S)-2-(2,4-Difluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H, 3H)-imidazolone(0.55 g) was dissolved in 15 ml of dimethylformamide, to which 0.329 g of 1H-1,2,4-triazole and 1.34 g of potassium carbonate were added. The mixture was heated at 90° C. for 5 hours. After cooling, the reaction solution was diluted with 60 ml of ethyl acetate, and washed with 30 ml of water, 1N-hydrochloric acid (30 ml×2) and 30 ml of an aqueous solution of sodium chloride successively. The organic layer was dried over magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was purified by silica gel chromatography (silica gel: 50 g, eluent; hexane:ethyl acetate=2:1). The desired fraction was concentrated and the residue was recrystallized from a mixture of 2 ml of ethyl acetate and 10 ml of diisopropyl ether to give 0.25 g of 1-[(1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (yield: 47%) as colorless powdery crystals.

Provenance & Evidence