反应详情

To a cold (0° C.) solution of 4-acetyl-1-(4-fluorobenzyl)-3,4-dihydro-quinoxalin-2(1H)-one (0.15 g, 0.52 mmol) in DMF (5 mL) under an atmosphere of nitrogen, a solution of lithium bis(trimethylsilyl)amide in THF (0.57 mL, 0.57 mmol) was added and stirred at the temperature for 30 min. The resultant solution was treated with diethyl oxalate (0.078 mL, 0.57 mmol), and stirred at room temperature overnight. The resultant mixture was then treated with additional lithium bis(trimethylsilyl)amide in THF (1.6 mL, 1.6 mmol) and stirred at room temperature for 6 h. The product mixture was concentrated under vacuum, and the residue partitioned between aqueous HCl and dichloromethane. The organic extract was dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residue was subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound as white solid.

1. stirringstirred at room temperature overnight
2. stirringstirred at room temperature for 6 h
3. concentrationThe product mixture was concentrated under vacuum
4. customthe residue partitioned between aqueous HCl and dichloromethane
5. extractionThe organic extract
6. dry with materialwas dried over anhydrous magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated under vacuum
9. customThe residue was subjected to HPLC purification on C-18 stationary phase
10. washeluted with water/acetonitrile/TFA mobile phase
11. customCollection and lyophilization of appropriate fractions