Potassium Carbonate → HCID 21267743, compound

Participants

Reaction Steps

A mixture of 2,4-dichloropyrimidine (3.0.g, 20 mmol), 3-(trifluoromethyl)-1H-pyrazole (2.5 g, 18 mmol) and potassium carbonate (5.0 g, 36 mmol) was stirred in 25 mL of N,N-dimethylformamide at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The separated organic layer was washed twice with brine, dried over magnesium sulfate, and evaporated under reduced pressure to a crude solid. Flash chromatography on silica gel (50:1 to 25:1 to 110:1 to 3:1 hexane/ethyl acetate) afforded 0.5 g of the title compound of Step A as a solid melting at 123-125° C. and 2.3 g of the isomer 2-chloro-6-[3-(trifluoromethyl)-1H-pyrazol-1-yl]pyrimidine as a solid melting at 111-112° C. 1H NMR (CDCl3): δ 6.77 (d, 1H), 7.35 (d, 1H), 8.65 (d, 1H), 8.70 (d, 1H).

Provenance & Evidence