Reacción #61877

Ecuación de reacción

chlorosulfonyl isocyanate

tert-Butanol

N-(5-amino-4,6-dimethyl-1-octylindolin-7-yl)-2,2-dimethylpropanamide

triethylamine

→

title compound

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

Disolventes

Methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente