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

Participants

Reaction Conditions

Reaction Steps

In 500 mL of dimethylformamide, 94 g (1 mol) of 2-aminopyridine was dissolved, and 284 g (2 mol) of ethyl trifluoroacetate was added thereto, followed by stirring at 55 to 60° C. for 24 hours. To the reaction liquid, 82.8 g (0.6 mol) of potassium carbonate powder, 153.9 g (0.95 mol) of 2-chloro-5-chloromethylpyridine, and 300 mL of toluene were added, followed by stirring under reduced pressure (36 hPa) at 50 to 60° C. for 3 hours. To the reaction liquid, 200 mL of methanol was added. Then, the reaction liquid was added to 2 L of hot water of 50° C. After being cooled to room temperature, the mixture was stirred for 3 hours. The crystals were filtered, and washed with 400 mL of water and 450 mL of toluene. The obtained crystals were dried under reduced pressure at 45° C. Thus, 228.9 g of the target compound was obtained (Percentage Yield: 72.7%).

Provenance & Evidence