Cyanoacetamide → HCID 22452602, compound

Participants

Reaction Steps

To a mixture of cyanoacetamide (1.42 gm, 0.0169 mole) in ethanol (20 mL) was added a solution of sodium ethoxide (6.3 mL, 21 wt % solution, 0.0169 mole) in ethanol. The mixture was stirred for 5 minutes and dimethylamino-2-(2-methylsulfanylpyrimidin-4-yl)-1-(3-trifluoromethylphenyl)-prop-2-en-1-one (5.88 gm, 0.0160 mole) in ethanol (40 mL) added. The reaction was stirred for 18 hrs at room temperature and then concentrated to an oil. The oil was dissolved in ethyl acetate (50 mL) and water (50 mL) and the pH adjusted to 5.0 with a 10% solution of sodium hydrogen sulfate. The ethyl acetate layer was removed, dried over sodium sulfate, and concentrated to an oil. The oil was chromatographed on silica eluting with 5% acetone/dichloromethane to give 4.0 gm (68%) of the title compound as an oil.

Provenance & Evidence