4-(Chloromethyl)-1-methyl-1,2-dihydropyridin-2-one → 4-(1-(3-(Trifluoromethyl)phenyl)-3-((1-methyl-2-oxo-1,2-dihydropyridin-4-yl)methyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile

HRID 517245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517245
[F:1][C:2]([F:36])([F:35])[C:3]1[CH:4]=[C:5]([N:9]2[C:18]3[CH2:17][CH2:16][CH2:15][C:14](=[O:19])[C:13]=3[CH:12]([C:20]3[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=3)[N:11]([CH2:28][CH:29]3[CH2:33][CH2:32][O:31][CH2:30]3)[C:10]2=[O:34])[CH:6]=[CH:7][CH:8]=1.ClCC1C=[CH:43][N:42](C)[C:41](=O)C=1>>[F:1][C:2]([F:35])([F:36])[C:3]1[CH:4]=[C:5]([N:9]2[C:18]3[CH2:17][CH2:16][CH2:15][C:14](=[O:19])[C:13]=3[CH:12]([C:20]3[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=3)[N:11]([CH2:28][C:29]3[CH:30]=[CH:41][N:42]([CH3:43])[C:32](=[O:31])[CH:33]=3)[C:10]2=[O:34])[CH:6]=[CH:7][CH:8]=1

Komponenten

3

Edukt 2

HCID 398710074-(Chloromethyl)-1-methyl-1,2-dihydropyridin-2-oneHCID 867323654-(1-(3-(Trifluoromethyl)phenyl)-2,5-dioxo-3-((tetrahydrofuran-3-yl)methyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile

Produkt 1

HCID 867323664-(1-(3-(Trifluoromethyl)phenyl)-3-((1-methyl-2-oxo-1,2-dihydropyridin-4-yl)methyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile

Versuchsvorschrift

The title compound is prepared in analogy to 4-(1-(3-(trifluoromethyl)phenyl)-2,5-dioxo-3-((tetrahydrofuran-3-yl)methyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)benzonitrile (example 25), using 4-(chloromethyl)-1-methylpyridin-2(1H)-one as alkylating agent and stirring the reaction mixture at room temperature for 24 h. Yield: 60 mg; ESI mass spectrum [M+H]+=533; Retention time HPLC: 0.84 min (Z011_S03).

Quellen und Nachweise

ORD-Eintrag
ord-5e4f18ade2aa4917b89dbd25fa76f8b3
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115093B2

Notizen zur Reaktion

Wird geladen…