Dimethyl Sulfate → HCID 11667588, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 300 mg of compound of Example 1 in 15 ml of anhydrous dimethylformamide is added dropwise to a suspension of 125 mg of sodium hydride in 10 ml of anhydrous dimethylformamide previously cooled to 0° C. The reaction mixture is maintained at 0° C. for 15 minutes, at room temperature for 30 minutes and then 0.57 ml of dimethylsulfate are added. After 17 hours, the reaction mixture is poured into 150 ml of ice-cold water and extracted with dichloromethane (3×50 ml). The combined organic phases are dried over anhydrous sodium sulphate and then filtered and evaporated to dryness under reduced pressure. Chromatography over silica gel (cyclohexane and then a gradient of acetone 5 to 20%) allowing the expected product to be obtained.

Provenance & Evidence