Water → HCID 117759745, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(3-(((5-neopentyl-6-(((trifluoromethyl)sulfonyl)oxy)pyridin-3-yl)oxy)methyl)phenyl)propanoate (1.04 g) in toluene (19.1 mL) were added 2-(2-fluoro-5-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.84 g), 2.0M aqueous sodium carbonate solution (2.86 mL) and tetrakis(triphenylphosphine)palladium(0) (0.220 g) at room temperature, and the mixture was stirred at 90° C. for 1.5 hr. The reaction mixture was cooled, poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.07 g) as a pale-yellow oil.

Provenance & Evidence