反应详情

To a solution of 7-[4-(2-butoxyethoxy)phenyl]-1-isobutyl-N-[3-methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]phenyl]-2,3-dihydro-1-benzazepine-4-carboxamide (200 mg) in dichloromethane (10 ml) was added dropwise 70% solution of 3-chloroperbenzoic acid (113 mg) in dichloromethane (10 ml) at −78° C. After finishing the dropping, the mixture was stirred for 1 hour at −10° C. to −25° C. To the mixture was added an aqueous solution of sodium thiosulfate, and the mixture was allowed to be at room temperature, stirred for 30 minutes, and extracted with ethyl acetate. The organic layer was washed with an aqueous solution of saturated sodium bicarbonate, and saturated brine, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was separated and purified by silica gel column chromatography (ethyl acetate→methanol:ethyl acetate=1:8), and was recrystallized from hexane-ethyl acetate to give 7-[4-(2-butoxyethoxy)phenyl]-1-isobutyl-N-[3-methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfinyl]phenyl]-2,3-dihydro-1-benzazepine-4-carboxamide (104 mg) (Compound 356) as yellow crystals, and was recrystallized from hexane-ethyl acetate to give 7-[4-(2-butoxyethoxy)phenyl]-1-isobutyl-N-[3-methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfonyl]phenyl]-2,3-dihydro-1-benzazepine-4-carboxamide (10 mg) (Compound 357) as yellow crystals.

1. customto be at room temperature
2. stirringstirred for 30 minutes
3. extractionextracted with ethyl acetate
4. washThe organic layer was washed with an aqueous solution of saturated sodium bicarbonate, and saturated brine
5. dry with materialdried over magnesium sulfate
6. distillationThe solvent was distilled off under reduced pressure
7. customThe obtained residue was separated
8. custompurified by silica gel column chromatography (ethyl acetate→methanol:ethyl acetate=1:8)
9. customwas recrystallized from hexane-ethyl acetate