Reaction #792158

Reaction equation

2,3-dichloropyridine

3-trifluoromethylpyrazole

potassium carbonate

→

title compound

Yield 75.1%

3-chloro-2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]pyridine

Yield 75.1%

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   TemperatureThe reaction was cooled to 100° C.
2. 2
   Filtrationfiltered through Celite® diatomaceous filter aid
3. 3
   Otherto remove solids
4. 4
   OtherN,N-Dimethylformamide and excess dichloropyridine were removed by distillation at atmospheric pressure
5. 5
   workup.DISTILLATIONDistillation of the product at reduced pressure (b.p. 139-141° C., 7 mm)

Procedure

To a mixture of 2,3-dichloropyridine (99.0 g, 0.67 mol) and 3-trifluoromethylpyrazole (83 g, 0.61 mol) in dry N,N-dimethylformamide (300 mL) was added potassium carbonate (166.0 g, 1.2 mol) and the reaction was then heated to 110-125° C. over 48 hours. The reaction was cooled to 100° C. and filtered through Celite® diatomaceous filter aid to remove solids. N,N-Dimethylformamide and excess dichloropyridine were removed by distillation at atmospheric pressure. Distillation of the product at reduced pressure (b.p. 139-141° C., 7 mm) afforded the title compound as a clear yellow oil (113.4 g).

Source