1,4-Dioxane → (5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)acetamide (5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)oxoacetamide

To a solution of (5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)acetamide (0.30 g, 1.31 mmol) in dioxane (6 mL) and water (2 mL) was added 10% palladium on carbon (0.060 g), followed by the careful addition of NaH2PO2H2O (0.60 g, 5.67 mmol) and the reaction was brought to reflux under nitrogen. After 3 hours an additional 0.60 g of NaH2PO2.H2O was added and the reaction was heated at reflux for another 6 hrs. The mixture was cooled, filtered through a pad of Celite, and washed well with ethyl acetate (100 mL). The solution was concentrated under reduced pressure and the residue triturated with water (20 mL). The resulting suspension was filtered and the recovered solid dried under reduced pressure to provide 0.27 g (96%) of the title compound as a white solid.

1. temperatureto reflux under nitrogen
2. temperaturethe reaction was heated
3. temperatureat reflux for another 6 hrs
4. temperatureThe mixture was cooled
5. filtrationfiltered through a pad of Celite
6. washwashed well with ethyl acetate (100 mL)
7. concentrationThe solution was concentrated under reduced pressure
8. customthe residue triturated with water (20 mL)
9. filtrationThe resulting suspension was filtered
10. customthe recovered solid dried under reduced pressure

ORD-Eintrag

ord-07c8e9cbf13943729a1be31ab4392b62

Quelldatensatz

uspto-grants-2005_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06867198B2