3-(1,2,3,4,5,8-Hexahydroindolizin-7-yl)-5-nitro-1H-indole → 3-(Octahydroindolizin-7-yl)-5-amino-1H-indole

Participants

Reaction Steps

The 3-(1,2,3,4,5,8-hexahydroindolizin-7-yl)-5-nitro-1H-indole (2.21 g, 6.90 mmol) was dissolved in 95 ml of ethanol and 50 ml of tetrahydrofuran. 5% palladium over carbon was added (550 mg) and the mixture was placed under an atmosphere of hydrogen, at an initial pressure of 60 psi, at room temperature, for 24 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give 1.51 g of a purple foam. (85%).

Provenance & Evidence