Sodium hydride → HCID 67301756, compound

Participants

Reaction Conditions

Reaction Steps

t-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (0.6 g; 2.6 mmol) was added to a suspension of sodium hydride (125 mg; 3.1 mmol) in 5 mL of anhydrous dimethylformamide at 0° C. Mixture was then heated to 40° C. for 2 hours. Anion was cooled to room temperature and added to a 0° C. mixture of 2,6-difluorobenzonitrile in 5 mL of dimethylformamide. After 16 hours at room temperature, reaction was quenched over 20 g of ice, mixture was extracted 4×50 mL with ethyl acetate. Combined organics was washed with 6×40 mLs water, brine and dried over MgSO4. Crude oil was obtained after filtration and concentration. Material was purified by flash chromatography using 2-3.5% methanol/dichloromethane gradient to obtain 660 mg of title compound. (73% yield).

Provenance & Evidence