HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-5-methylpyridin-2(1H)-one → 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-5-methylpyridin-2(1H)-one | HCID 13295732 | — |
| Reactant | 2-Cyanoethyl 2-(4-cyano-2-methoxybenzylidene)-3-oxobutanoate | HCID 68599663 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate | HCID 68600828 | — |
Reaction Steps
2.69 g (9.00 mmol) of the compound from Example 24A are introduced into 45 ml of 2-propanol, mixed with 1.17 g (9.00 mmol) of 4-amino-5-methylpyridin-2(1H)-one [Bisagni, E., Hung, N. C., Synthesis, 765-766 (1984)] and then stirred at the reflux temperature overnight. After cooling, the precipitate is filtered off, washed with diethyl ether and dried under high vacuum. 2.22 g (61% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436180B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-5e44aa4098f74f4baa91e3d2e311451a |
| Source note | uspto-grants-2013_05 |