2-Cyano-3-(6-methyl-pyridin-3-ylamino)-acrylic acid ethyl ester → 6-Methyl-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carbonitrile

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Reaction Steps

The suspension of 2-cyano-3-(6-methyl-pyridin-3-ylamino)-acrylic acid ethyl ester (8.8 g, 38.05 mmol) in diphenylether (190 mL) was heated under refluxing for 5 hrs. After cooling to room temperature, the reaction mixture was poured into nHexane (800 mL) and the solid was collected by filtration and washed with cold THF to give 6-methyl-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carbonitrile (3.86 g, 54.8%). HR-MS-EI (+) m/e calcd for C10H7N3O (M+) 185.0589. found 185.0591.

Provenance & Evidence