HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Amino-1,2-dihydropyridin-2-one → 4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-1-naphthonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Amino-1,2-dihydropyridin-2-one | HCID 573530 | — |
| Edukt | 4-(2-Acetyl-3-oxobut-1-en-1-yl)-1-naphthonitrile | HCID 59603014 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | 4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-1-naphthonitrile | HCID 59603025 | — |
Reaktionsschritte
325 mg (1.23 mmol) of 4-(2-acetyl-3-oxobut-1-en-1-yl)-1-naphthonitrile are taken up in 20 ml of isopropanol and, after addition of 151 mg (1.23 mmol) of 4-aminopyridin-2(1H)-one, heated at the reflux temperature for 72 h. The mixture is then concentrated and the residue is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). The product fractions are combined, the solvent is removed, and the residue is stirred with diethyl ether. The precipitated product is filtered off and dried under high vacuum. 91 mg (21.2% of theory) of the title compound are obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08404709B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-87b23c5087fb471ebdb609b605c70139 |
| Quellennotiz | uspto-grants-2013_03 |