Potassium Carbonate → HCID 15728438, compound

Participants

Reaction Steps

A stirred solution of 1.8 g (0.006 mole) of 1-[4-chloro-2-fluoro-5-(1-methylethoxy)phenyl]-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one, 1.8 g (0.013 mole) of 1-bromo-3-fluoropropane and 0.30 g (0.010 mole) of potassium carbonate in dimethylformamide was heated at 55°-65° C. for 16 hours. The reaction mixture was cooled to ambient temperature and poured into ice-water. The mixture was extracted with diethyl ether and the extract dried with magnesium sulfate. The extract was filtered and the filtrate concentrated under reduced pressure to a residual oil. The oil was subjected to column chromatography on silica gel using 9:1 methylene chloride:heptane as eluant. The appropriate fractions were combined and concentrated under reduced pressure to give 1.0 g of 1-[4-chloro-2-fluoro-5-(1-methylethoxy)phenyl]-4-(3-fluoropropyl)-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one as an oil.

Provenance & Evidence