HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-1,2-dihydropyridin-2-one | HCID 573530 | — |
| Reactant | 3-[(2-Methyl-4-oxo-4H-chromen-8-yl)methylene]pentane-2,4-dione | HCID 59186915 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-Acetyl-2-methyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-4,6-dihydro-1,6-naphthyridin-5(1H)-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404709B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-67f74abdd66c40b6acd4b073b354a4c9 |
| Source note | uspto-grants-2013_03 |