Acetic Acid → HCID 66618616, compound

Participants

Reaction Steps

10 g (92.5 mmol, 1 eq.) of 6-methylpyridin-3-ylamine (starting material 1) are added to a solution of 9.6 ml (92.6 mmol, 1 eq.) of cyclohexanone (starting material 2) in 100 ml of acetic acid at 0° C. The solution is stirred for 15 minutes, and 12.4 ml (93 mmol, 1 eq.) of trimethylsilyl cyanide are added. The reaction medium is stirred for 24 hours at room temperature. It is then poured gently into ice-cold ammonium hydroxide solution and extracted with ethyl acetate. The organic phases are combined and washed with water. They are dried over sodium sulfate. The residue is filtered off on silica, which is then washed with ethyl acetate. After concentrating under vacuum, 1-(6-methylpyridin-3-ylamino)cyclohexanecarbonitrile is obtained in the form of a white solid.

Provenance & Evidence