Potassium Carbonate → HCID 68052599, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(4-bromophenyl)-4-(4-methoxybenzyloxy)-1-methyl-1H-pyrazole-5-carboxylate T-12 (400 mg, 0.96 mmol) in ethanol (10 mL) and water (1 mL) were added 2-(N-methylamidocarboxy)-5-pyridineboronic acid pinacol ester (254 mg, 0.97 mmol), potassium carbonate (138 mg, 1.0 mmol) and polyethylene supported palladium catalyst (FibreCat FC 1007, 3% Pd, 300 mg). The reaction mixture was heated in a microwave reactor at 115° C. for 15 minutes. To the reaction mixture was added lithium hydroxide monohydrate (127 mg, 3.0 mmol). The reaction mixture was heated in a microwave reactor at 115° C. for 20 minutes. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The crude product was purified by RP-HPLC to afford the desired 4-(4-methoxybenzyloxy)-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazole-5-carboxylic acid T-13 (304 mg, 0.64 mmol).

Provenance & Evidence