1H-INDOLE-6-METHANAMINE

15861-36-6

3468-17-5

Example 71 Preparation of 1H-indole-6-methylamine: 1H-indole-6-carbonitrile (prepared by literature methods: Batcho, AD; Leimgruber, W. Organic Syntheses 1985, 63, 214-225; 1.50 g, 10.6 mmol) was hydrogenated overnight at atmospheric pressure over a nickel Nguyenne catalyst in a mixture of ethanol (50 mL) and concentrated ammonia (4 mL). (4 mL) in a mixed solution of ethanol (50 mL) and concentrated ammonia (4 mL) at atmospheric pressure overnight for hydrogenation. Upon completion of the reaction, the reaction mixture was filtered through Celite to remove the catalyst. The filter cake was washed well with ethanol, taking care to avoid drying of the catalyst. The filtrates were combined and concentrated to afford 1H-indole-6-methylamine (1.50 g, 97% yield).