Hydrochloric Acid → 6-ethyl-3-[2-(methoxyimino)-3,3-dimethylbutyl]-1-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(3,3-dimethyl-2-oxobutyl)-6-ethyl-1-{[2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.20 g), (aminooxy)methane hydrochloride (0.15 g), pyridine (2 mL) and ethanol (2 mL) was stirred at 100° C. for 16 hr. To the reaction mixture were added ethyl acetate and water, and the mixture was adjusted to pH 4 with 1N hydrochloric acid. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (0.077 g, 36%).

Provenance & Evidence