Sodium Carbonate → 2-{[(4-Fluorophenyl)methyl]oxy}-5-(1H-pyrazol-4-yl)-N-4-pyridazinylbenzamide

Participants

Reaction Conditions

Reaction Steps

1,1-Dimethylethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (110 mg, 0.37 mmol), sodium carbonate (0.75 ml, 0.75 mmol) and tetrakis(triphenylphosphine)palladium(0) (25.9 mg, 0.02 mmol) were added to a solution of 5-bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-4-pyridazinylbenzamide (may be prepared as described in Example 77; 150 mg, 0.37 mmol) in 1,2-dimethoxyethane (5 ml). The reaction was heated at 120° C. for one hour. The solvent was removed in vacuo, triturated with 1:1 DMSO/methanol and washed with methanol (1 ml) and ethyl acetate (2 ml) to give a white solid. Recrystallisation with hot 1:1 DMSO/ethyl acetate yielded the title compound as a white solid. 48.6 mg.

Provenance & Evidence