8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine → 8-Ethyl-7-fluoro-2-(methyloxy)-1,5-naphthyridine

HRID 656902

Reaktionsgleichung

Reaktionsgleichung von HRID 656902
[CH:1]([C:3]1[C:4]([F:15])=[CH:5][N:6]=[C:7]2[C:12]=1[N:11]=[C:10]([O:13][CH3:14])[CH:9]=[CH:8]2)=[CH2:2].[H][H]>CCO.[Pd]>[CH2:1]([C:3]1[C:4]([F:15])=[CH:5][N:6]=[C:7]2[C:12]=1[N:11]=[C:10]([O:13][CH3:14])[CH:9]=[CH:8]2)[CH3:2]

Komponenten

5

Edukt 2

HCID 575995778-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 671312018-Ethyl-7-fluoro-2-(methyloxy)-1,5-naphthyridineAusbeute 103 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine (for a synthesis see WO2004/058144 Example 53(h)) (1.0 g, 4.90 mmol) was stirred in EtOH (50 ml) with 10% palladium on carbon (0.2 g) and the resulting suspension was hydrogenated under 1 atmosphere of hydrogen pressure for 3 h. The mixture was filtered with suction through celite and the solids were washed with MeOH (500 ml). The combined filtrate plus washings were concentrated to give the title compound as a clear oil (1.045 g, 103%).

Aufarbeitung

  1. filtrationThe mixture was filtered with suction through celite
  2. washthe solids were washed with MeOH (500 ml)
  3. concentrationThe combined filtrate plus washings were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8ed8d834b6114c7e9c80179615375876
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071592B2

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