Ethyl cyanoacetate → HCID 59826886, compound

Participants

Reaction Steps

To a solution of diisopropylethylamine (45 mL) and ethyl cyanoacetate (11.5 g) in tetrahydrofuran (50 mL) was added dropwise a solution of 2-bromo-1-(2-fluoropyridin-3-yl)propan-1-one (29.6 g) in tetrahydrofuran (50 mL), and the mixture was stirred at room temperature for 14 hr. Insoluble materials were filtered off, and filtrate was concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=2:1) to give the title compound as a brown oil (yield 18.8 g, 85%).

Provenance & Evidence