Reaction #1005952

Reaction equation

Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate

3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidine

potassium carbonate

→

title compound

Yield 86.5%

ethyl 2-[3-(3,4,5-trichlorophenyl)-3-(trifluoro-methyl)pyrrolidin-1-yl]-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate

Yield 86.5%

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   TemperatureAfter cooling
2. 2
   Extractionextracted with ethyl acetate
3. 3
   DryingThe organic layer was dried over magnesium sulfate
4. 4
   OtherThe solvent was evaporated off under reduced pressure
5. 5
   Otherthe residue was then purified by a silica gel chromatography

Procedure

Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate (1.4 g) [see J. Het. Chem., 22, 1621 (1985)], 3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidine (1.7 g), and potassium carbonate (0.8 g) were added to N,N-dimethylformamide (50 mL), followed by heating at 100° C. for five hours. After cooling, the reaction solution was poured over ice water, and then extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was then purified by a silica gel chromatography to obtain the title compound (2.5 g, 86%).

Source