tert-Butanol → N-[5-(N-tert-butoxycarbonylsulfamoylamino)-4,6-dimethyl-1-octylindolin-7-yl]-2,2-dimethylpropanamide

tert-Butanol (0.85 mL) was dissolved in methylene chloride (17 mL) and chlorosulfonyl isocyanate (0.77 mL) was added at −18° C. The mixture was stirred at the same temperature for 30 min and N-(5-amino-4,6-dimethyl-1-octylindolin-7-yl)-2,2-dimethylpropanamide (1.66 g) and triethylamine (1.24 mL) were added. The mixture was further stirred at −5° C. for 30 min. Methylene chloride (50 mL) was added, and the mixture was washed successively with 10% aqueous citric acid, saturated aqueous sodium hydrogencarbonate, and then saturated brine (50 mL) and dried over sodium sulfate. Then, methylene chloride was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as crystals (1.9 g).

1. stirringThe mixture was further stirred at −5° C. for 30 min
2. washthe mixture was washed successively with 10% aqueous citric acid, saturated aqueous sodium hydrogencarbonate
3. dry with materialsaturated brine (50 mL) and dried over sodium sulfate
4. customThen, methylene chloride was evaporated under reduced pressure
5. customThe obtained residue was purified by silica gel column chromatography

ORD-Eintrag

ord-bb2f4849cf9745ecbfbe67d605536b76

Quelldatensatz

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07429612B2