Dimethyl Sulfoxide → HCID 67196613, compound

Participants

Reaction Steps

To a mixture of 500 mg of 1-[6,6-dioxido-2-(2,4,5-trifluorophenyl)-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]-1,4-diazepan-5-one and 5 ml of DMSO, 89 mg of sodium thiomethoxide was added, the mixture was stirred at ambient temperature for 1 hour, here was then added 21 mg of sodium thiomethoxide, and the mixture was stirred at ambient temperature for 30 minutes. To the reaction mixture was added 50 ml of water, and the precipitate was collected by filtration, washed with water, and dried under reduced pressure. The filtrate was separately extracted with a mixture of EtOAc and THF, the organic phase obtained was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the solid obtained was combined with the former solid. The mixture was purified by silica-gel column chromatography (chloroform-MeOH) to yield 352 mg of 1-{2-[2,5-difluoro-4-(methylthio)phenyl]-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl}-1,4-diazepan-5-one.

Provenance & Evidence