Potassium Carbonate → HCID 19609780, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-methyl-2,3,5,6-tetrafluoropyridine (4 g, 24 mmol), potassium carbonate (3.7 g, 26.5 mmol) and 5-hydroxy-1-methyl-3-trifluoromethylpyrazole (4.4 g, 26.5 mmol) in anhydrous DMF (20 ml) is heated to 80° C. overnight. After cooling, the solvent is removed under reduced pressure. Pentane/ethyl acetate (1/2 by volume) is added to the residue and the mixture is washed twice with water. After drying of the organic layer, the solvent is removed and both products are purified by flash chromatography: One obtains 2-(1-methyl-3-trifluoromethylpyrazol.-5-yloxy)-4-methyl-3,5,6-trifluoropyridine (silica gel, pentane/ethyl acetate 1/1 by volume) (1.6 g, 21%) and 2,6-bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-3,5-difluoro-4-methylpyridine (silica gel, pentane/ethyl acetate 1/1) (4.8 g, 43% yield, m.p. 101° C.).

Provenance & Evidence