Diethyl Oxalate → HCID 54710325, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of anhydrous DMSO and sodium hydride (0.24 g, 60% oil dispersion, washed 3× with hexane) under an atmosphere of nitrogen was heated with stirring at 50° C. for 3 h. After cooling to room temperature, a solution of 4-acetyl-1-(4-fluorobenzyl)-3,4-dihydropyrazin-2(1H)-one (0.5 g, 2.0 mmol; Example 2, Step 3) in anhydrous DMSO (5 mL) was added over a period of 10 min and the resultant mixture stirred at room temperature for 30 min. The mixture was then treated with diethyl oxalate (0.29 mL, 2.1 mmol) and stirred at room temperature overnight. The product mixture 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.

Provenance & Evidence