1H-1,2,4-Triazole → HCID 86751399, compound

Participants

Reaction Conditions

Reaction Steps

1-[(1R,2S)-2-(2-Fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (2.2 g) was dissolved in 40 ml of dimethylformamide, to which 1.39 g of 1H-1,2,4-triazole and 5.55 g of potassium carbonate were added. The mixture was heated at 80° C. for 4 hours. The reaction solution was diluted with a mixture of 150 ml of ethyl acetate and 50 ml of diisopropyl ether, and washed with water (40 ml×2), 1N-hydrochloric acid (40 ml×2) and 20 ml of 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=1:1 to 1:2). The desired fraction was concentrated and the residue was recrystallized from a mixture of ethyl acetate and diisopropyl ether to give 1.59 g of 1-[(1R,2S)-2-(2-fluorophenyl)-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: 75%) as colorless powdery crystals.

Provenance & Evidence