2 yl 1h pyrazole 1 carboxylate 15 4 g 52 5 mmol and 2 bromo 5 fluoropyridine 8 4 g 47 7 mmol in 1 4 dioxane 100 ml pd pph 3 4 5 5 g 4 77 mmol and a 2m aqueous solution of na 2 co 3 71 6 ml 0 14 mol were added then the resulting mixture was stirred at 100 u00b0 c for 3 hours and then at room temperature for 72 hours water was added to the reaction mixture followed by extraction with etoac the organic layer was washed with a saturated aqueous solution of sodium chloride dried over mgso 4 then the drying agent was filtered off and then the solvent was distilled off under reduced pressure a small amount of etoac was added to the obtained residue and the resulting mixture was filtered out and dried to obtain the title compound 4 9 g colorless solid to a solution of 5 fluoro 2 1h pyrazol 3 yl pyridine obtained in reference example 10 11 7 g 58 6 mmol in dmf 195 ml cs 2 co 3 57 3 g 0 18 mol and 2 bromo 1 1 diethoxyethane 11 5 ml 76 2 mmol were stirred for 18 hours at 80 u00b0 c the reaction mixture was allowed to.