4-Amino-1,2-dihydropyridin-2-one → 4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-3-methoxybenzonitrile

Participants

Reaction Steps

18 g (74 mmol) of 4-(2-acetyl-3-oxobut-1-en-1-yl)-3-methoxybenzonitrile and 8.14 g (74 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)] are dissolved in 40 ml of isopropanol and heated under reflux under argon for 4 days. The mixture is then concentrated and the residue is recrystallized from methanol. 18.1 g (70% of theory) of the title compound are obtained as a pale yellow solid.

Provenance & Evidence