4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile → 4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)benzonitrile

Participants

Reaction Steps

1.5 g (7.04 mmol) of 4-(2-acetyl-3-oxobut-1-en-1-yl)benzonitrile are mixed with 0.77 g (7.04 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)], 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. 0.67 g (31% of theory) of the title compound is obtained as a pale yellow solid.

Provenance & Evidence