Water → HCID 21995903, compound

Participants

Reaction Steps

In DMF (4.8 ml) was dissolved 7-(4-hydroxyphenyl)-N-[4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide (320 mg). To the mixture was added potassium carbonate (96 mg), and the mixture was stirred at room temperature for 30 minutes. To the mixture was added t-butyl bromoacetate (0.093 ml), and the mixture was stirred at room temperature for 4 hours. The mixture was added to water, and the mixture was extracted with ethyl acetate/THF, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (ethyl acetate/ethanol=3/1) and recrystallized from ethanol to give 7-[4-(t-butoxycarbonylmethoxy)phenyl]-N-[4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide (Compound 90) (274 mg).

Provenance & Evidence