tert-Butyl (3-aminopropyl)carbamate → Ethyl 5-bromo-3-[({3-[(tert-butoxycarbonyl)amino]propyl}amino)sulfonyl]-1-(phenylsulfonyl)-1H-indole-2-carboxylate

Participants

Reaction Steps

To a solution of 200 mg ethyl 5-bromo-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate (Example 3, Step A) in 2 mL dichloromethane, triethylamine was added (165 μL), followed by tert-butyl 3-aminopropylcarbamate (76 mg). The reaction was stirred for 2 hours at room temperature. The reaction was diluted with EtOAc, washed with saturated NaHCO3 and brine and dried over Na2SO4. The crude product was purified by flash chromatography on silica using EtOAc:hexane (1:3) as mobile phase to give the titled compound. ESI+ MS: 644 [M+H]+.

Provenance & Evidence