Acetic Acid → HCID 59259293, compound

Participants

Reaction Steps

Zinc (3.28 g, 50.46 mmol) was added to a solution of 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-nitro-1-(phenylsulfonyl)-1H-indole (2 g, 5.04 mmol) in ethanol (500 mL). Acetic acid (30 mL) was then added dropwise with stirring while the reaction was cooled in a ice water bath. The resulting solution was stirred for 2 hours at room and then filtered. The filtrate cake was washed with ethanol, and the collected filtrate was concentrated in vacuo. The residue was purified by column chromatography using a 10:1 methanol/ammonia solvent system to afford 1 g (54%) of 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1-(phenylsulfonyl)-1H-indol-5-amine as a yellow solid.

Provenance & Evidence