Tetrahydrofuran → HCID 178462429, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of potassium hydride (30% dispersion in mineral oil; 739 mg, 5.53 mmol) and tetrahydrofuran (8 ml) was cooled to 0° C., and 4-[(1E,3E)-4-[trans-5-[[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]thio]-1,3-dioxan-2-yl]-1,3-butadienyl]-3-fluorobenzonitrile (1.00 g, 1.84 mmol) described in Reference example 1 was added thereto with stirring, then the mixture was stirred at room temperature for 30 minutes. The mixture was cooled to 0° C., and then a mixture of 2-chloroethyl chloroformate (315 mg, 2.21 mmol) and tetrahydrofuran (1.5 ml) was added thereto with stirring. The resulting mixture was stirred at room temperature for 18 hours. After cooling, the mixture was partitioned between ethyl acetate and water, and the organic layer was washed successively with water and a saturated aqueous solution of sodium chloride, and the solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to column chromatography (eluent; ethyl acetate:hexane=1:1) to afford the title compound (1.06 g, 88% yield) as a colorless oil.

Provenance & Evidence