反应详情

Under a nitrogen atmosphere, ethoxyacetyl chloride (19.1 g, 0.156 mol) was added over a period of 12 minutes to a mixture of 1-[(3-amino[1,5]naphthyridin-4-yl)amino]-2-methylpropan-2-ol (28.95 g, 0.125 mol) in pyridine (300 mL). The reaction mixture was stirred at ambient temperature for 4 hours and then at reflux for 4 hours. The reaction mixture was allowed to cool to ambient temperature overnight and then concentrated under high vacuum. The residue was dissolved in 5% potassium carbonate (200 mL) and then extracted with dichloromethane (200 mL). The extract was filtered to remove some insoluble material, dried over magnesium sulfate, filtered, and then concentrated under high vacuum. The residue was dissolved in dichloromethane (150 mL) and eluted through a short column of alumina. The eluent was concentrated under reduced pressure and air dried to provide 31.9 g of 1-(2-ethoxymethyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)-2-methylpropan-2-ol.

1. temperatureat reflux for 4 hours
2. temperatureto cool to ambient temperature overnight
3. concentrationconcentrated under high vacuum
4. dissolutionThe residue was dissolved in 5% potassium carbonate (200 mL)
5. extractionextracted with dichloromethane (200 mL)
6. filtrationThe extract was filtered
7. customto remove some insoluble material
8. dry with materialdried over magnesium sulfate
9. filtrationfiltered
10. concentrationconcentrated under high vacuum
11. dissolutionThe residue was dissolved in dichloromethane (150 mL)
12. washeluted through a short column of alumina
13. concentrationThe eluent was concentrated under reduced pressure and air
14. customdried