Sodium ethoxide → HCID 69673503, compound

Participants

Reaction Steps

Sodium ethanolate (2.44 mL; 6.55 mmol) was added to a solution of N-(1-(2-oxo-2-p-tolylethyl)piperidin-2-ylidene)cyanamide (1.52 g; 5.95 mmol) in dry ethanol (36 mL) under a nitrogen atmosphere and the reaction mixture was heated at reflux for 30 min. After cooling, the volatiles were removed under reduced pressure and the crude residue was purified by flash-chromatography on silica gel using a gradient of methanol (1-10%) in dichloromethane to afford 1.04 g (68%) of (2-amino-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-3-yl)(p-tolyl)methanone as a brownish solid. ESI/APCI(+): 256 (M+H). 1H NMR (DMSO-d6): δ 7.35 (m, 4H, Harom.); 5.63 (bs, 2H, NH2); 3.64 (m, 2H, CH2); 2.66 (m, 2H, CH2); 2.36 (s, 3H, CH3); 1.74 (m, 4H, 2×CH2).

Provenance & Evidence