Acetonitrile → HCID 19048553, compound

Participants

Reaction Steps

A mixture of 2.48 g (13.4 mmol), ethylbenzimidate hydrochloride, 1.12 g (13.4 mmol) of sodium bicarbonate and 10 mL of acetonitrile, were stirred at room temperature for 15 minutes. The reaction mixture was warmed to 50° C., on an oil bath and 0.91 mL (13.4 mmol) of propargylamine was added. After stirring for 0.5 hours, 2.0 mL (13.4 mmol) of ethyl-4,4,4-trifluorocrotonate was added and the reaction was stirred for 16 hours. The reaction was cooled to room temperature and the solvent was removed. Ether was added to the residue and washed 3 times with water followed by 3 times with 3 Molar hydrochloric acid. The organic layer was dried over magnesium sulfate and concentrated to yield 0.44 g (12%) of 2-phenyl-3-propargyl-6-trifluoromethyl-5,6-dihydropyrimidin-4-one (Compound 10), as an oil.

Provenance & Evidence