(2-Methoxypyridin-3-yl)boronic acid → HCID 69300355, compound

Participants

Reaction Steps

1,1′-Bis(diphenylphosphino)ferrocenedichloropalladium(II) (0.1 g) was added to a stirred and degassed solution of 1-(4-bromo-3-fluorophenyl)-3-o-tolylurea (0.5 g, 1.5 mmol) and 2-methoxypyrid-3-ylboronic acid (258 mg, 1.7 mmol) in dimethyl formamide (10 mL) and aqueous sodium carbonate in water (5 mL, 2N). The reaction mixture was stirred at 100° C. for 18 hours, then allowed to cool. The solution was concentrated, then ethyl acetate (75 mL) was added and the organic phase was washed with water (3×75 mL). The organic phase was dried (anhydrous magnesium sulfate), concentrated and purified by chromatography on silica gel (20 to 40% v/v ethyl acetate in hexane) to afford the title compound as an oil.

Provenance & Evidence