1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 58289702, compound

Participants

Reaction Conditions

Reaction Steps

500 mg (0.932 mmol) of 6-bromo-1-[3-(5-bromopyrimidin-2-yl)benzyl]-1H-1,2,3-triazolo[4,5-b]pyrazine, 213 mg (1.03 mmol) of 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 396 mg (1.86 mmol) of tripotassium phosphate trihydrate are suspended in 20 ml of ethylene glycol dimethyl ether, degassed, evacuated and flushed with nitrogen a number of times. 65.4 mg (0.093 mmol) of bis(triphenylphosphine)palladium(II) chloride (15.2% of Pd) are added, and the mixture is again evacuated and flushed with nitrogen. The reaction mixture is stirred at 80° C. for 24 h. The reaction mixture is filtered, water is added to the filtrate, and the mixture is extracted with ethyl acetate. The organic phase is dried over sodium sulfate, evaporated under reduced pressure in a rotary evaporator and purified column-chromatically on silica gel.

Provenance & Evidence