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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951368Generated: November 4, 2026

4-Amino-1,2-dihydropyridin-2-one → 3-Acetyl-2-methyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-4,6-dihydro-1,6-naphthyridin-5(1H)-one

https://huagongshe.com/reaction/1951368

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-1,2-dihydropyridin-2-oneHCID 573530—
Reactant3-[(2-Methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dioneHCID 59186915—
SolventIsopropanolHCID 3776—
Product3-Acetyl-2-methyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-4,6-dihydro-1,6-naphthyridin-5(1H)-oneHCID 59603009—

Reaction Steps

4.00 g (14.79 mmol) of 3-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione and 1.63 g (14.79 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 at the reflux temperature under argon for 4 days. The mixture is then concentrated and the residue is recrystallized from methanol. 4.1 g (76% of theory) of the title compound are obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404709B2
Source datasetuspto-grants-2013_03
ORD IDord-67f74abdd66c40b6acd4b073b354a4c9
Source noteuspto-grants-2013_03