Ethyl trifluoroacetate → N-[1-[1-(6-Chloro-3-pyridyl)ethyl]-2-pyridylidene]-2,2,2-trifluoroacetamide

Participants

Reaction Conditions

Reaction Steps

In a mixture solvent of 25 mL of N,N-dimethylformamide and 10 ml of toluene, 4.7 g (0.05 mol) of 2-aminopyridine was dissolved. To the solution, 35.5 g (0.25 mol) of ethyl trifluoroacetate, 9.72 g (0.06 mol) of 2-chloro-5-chloromethylpyridine, and 8.28 g (0.06 mol) of potassium carbonate powder were added, followed by stirring at 65° C. for 18 hours. To the reaction liquid, 10 mL of methanol was added, and then the reaction liquid was added to 150 mL of hot water of 50° C. After being cooled to room temperature, the mixture was stirred for 1 hour. Crystals were filtered, and washed with 50 mL of water and 50 mL of toluene. The obtained crystals were dried under reduced pressure at 45° C. Thus, 13.78 g of the target compound was obtained (Percentage Yield: 87.5%).

Provenance & Evidence