5-Nitroindole → 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-nitro-1H-indole

Participants

Reaction Steps

A stirred mixture of 5-nitro-1H-indole (1.94 g, 12 mmole), 1-methylpiperidin-4-one (2.71 g, 24 mmole) and sodium methoxide (3.89 g, 72 mmole) in dry methanol (100 ml) was heated to reflux for 30 h. The cooled mixture was concentrated by evaporation and neutralized with 2M HCl acid. The resultant yellow precipitate was collected by filtration, washed with water and dried in vacuo to afford the title compound as a yellow powder (2.01 g).

Provenance & Evidence