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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1951399Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1951399

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Amino-1,2-dihydropyridin-2-oneHCID 573530—
Edukt4-(2-Acetyl-3-oxobut-1-en-1-yl)-1-naphthonitrileHCID 59603014—
LösungsmittelIsopropanolHCID 3776—
Produkt4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-1-naphthonitrileHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08404709B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-87b23c5087fb471ebdb609b605c70139
Quellennotizuspto-grants-2013_03