Potassium Carbonate → HCID 136052393, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-ethyl-1-({2′-[5-(trichloromethyl)-1,2,4-oxadiazol-3-yl]biphenyl-4-yl}methyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.48 g), 3-(bromomethyl)-6-fluoro-1,2-benzoisoxazole (0.2 g), potassium carbonate (0.24 g) and acetonitrile (40 mL) was stirred at 50° C. for 2 hr. Insoluble material was filtered off, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography and dissolved in tetrahydrofuran (10 mL) and acetone (10 mL). 1N Aqueous sodium hydroxide solution (4 mL) was added, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was adjusted to pH 5 with water and 1N hydrochloric acid, and extracted with chloroform. The obtained chloroform layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (0.1 g, 19%).

Provenance & Evidence