Potassium Carbonate → 3-chloro-5-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-2-pyridineacetonitrile

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-bromo-3-chloro-2-pyridineacetonitrile (i.e. the product of Step A; 6.0 g, 0.025 mol) in 1,4-dioxane (50 mL) was added 3-(trifluoromethyl)-1H-pyrazole (3.74 g, 0.027 mol), copper(I) iodide (0.49 g, 0.0025 mol), potassium carbonate (13.8 g, 0.1 mol) and trans-N,N′-dimethyl-1,2-cyclohexanediamine (1.42 g, 0.01 mol) under argon atmosphere at room temperature, and the resulting mixture was heated at 100° C. for 16 h. The cooled reaction mixture was diluted with ice water and extracted with dichloromethane (2×50 mL). The combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with ethyl acetate-hexane (4:6) to afford the title compound (5.0 g) as a light yellow solid.

Provenance & Evidence