Potassium Fluoride → (1-(5-(2-Fluoro-5-hydroxyphenyl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone

Participants

Reaction Conditions

Reaction Steps

Bis(tri-tert-butylphosphine) palladium(0)(0.51 g, 1.0 mmol) was added under an argon atmosphere to a suspension of [1-(5-bromo-pyrimidin-2-yl)-3-methanesulfinyl-1H-indol-6-yl]-morpholin-4-yl-methanone (1.0 g, 2.0 mmol), 2-fluoro-5-hydroxyphenylboronic acid (0.625 g, 4.0 mmol) and potassium fluoride (0.29 g, 5.0 mmol) in dioxane (50 ml). The reaction mixture was stirred at 90° C. for 4 h and then filtered through a pad of celite. The filter was washed with dichloromethane (2×20 mL) and concentrated. The residue was purified by flash column chromatography [silica; dichloromethane with 2% methanol]. Light yellow solid. Yield: 0.44 g (46% of theory)

Provenance & Evidence