2-Methylpiperidine → 5-Methyl-6-(2-methylpiperidin-1-yl)nicotinonitrile

Participants

Reaction Steps

A solution of 5-cyano-2-fluoro-3-methylpyridine (Molekula, 1.50 g; 11.02 mmol) and 2-methylpiperidine (5.20 mL; 44.08 mmol) was heated to 90° C. for 18 h. Reaction mixture was extracted with EtOAc, the organics dried over MgSO4, evaporated under vacuum to give the title compound as a brown oil (2.2 g, 93%). 1H NMR (DMSO-d6) δ 8.46 (d, J=2.3 Hz, 1H), 7.82 (d, J=2.3 Hz, 1H), 4.01-3.96 (m, 1H), 3.37-3.25 (m, 2H), 3.17-3.09 (m, 1H), 2.22 (s, 3H), 1.72-1.46 (m, 6H), 1.11 (d, J=6.6 Hz, 3H). HPLC (Method B) Rt 3.60 min (Purity: 84.5%). LC/MS (Method A): 216.2 (M+H)+.

Provenance & Evidence