Reaction #586156

Reaction equation

water

3-trifluoromethylpyrazole

2-chloro-4-fluorobenzonitrile

potassium carbonate

→

2-chloro-4-(3-trifluoromethylpyrazolyl)benzonitrile

Yield 92.0%

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   Extractionthe organic matters were extracted with 50 ml of ethyl acetate twice
2. 2
   Washwashed with 50 ml of water twice
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
5. 5
   WashAfter washed with n-hexane

Procedure

2.5 g (18.4 mmol) of 3-trifluoromethylpyrazole, 2.9 g (18.4 mmol) of 2-chloro-4-fluorobenzonitrile and 2.8 g (20.2 mmol) of potassium carbonate in 20 ml of N,N-dimethylformamide were stirred at 60° C. for 2 hours. After cooling to room temperature, the reaction mixture was poured into 100 ml of water, and the organic matters were extracted with 50 ml of ethyl acetate twice. The ethyl acetate layers were combined, washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. After washed with n-hexane, the residue afforded 4.6 g of 2-chloro-4-(3-trifluoromethylpyrazolyl)benzonitrile (yield 92.0%) as a white powder, which was used in Reference Example 3 as the starting material.

Source