(E)-N-(3,3-Dimethyl-6-nitro-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-nitro-phenyl)-acrylamide → (E)-N-(6-Amino-3,3-dimethyl-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-amino-phenyl)-acrylamide

Participants

Reaction Steps

(E)-N-(3,3-Dimethyl-6-nitro-2-oxo-1-pentyl-2,3-dihydro-1H-indol-5-yl)-3-(2-nitrophenyl)-acrylamide is dissolved in EtOAc (70 ml). SnCl2.H2O (5.44 g; 24.1 mmol) is added and the resulting mixture is heated under reflux for 20 h. After re-cooling the mixture is filtered over basic Al2O3 (120 g) and concentrated in vacuo. The residue is taken-up in EtOAc and saturated K2CO3 solution. After an aqueous work-up the compound (0.82 g) is obtained as a yellow solid.

Provenance & Evidence