2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → 1-methyl-2-{[1-(2-oxo-1{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-2H-3,1-benzoxazin-6-yl)piperidin-4-yl]oxy}-1H-[4,4']bipyrimidinyl-6-one

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To a mixture of 6-bromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-2H-3,1-benzoxazin-2-one (620 mg, 1.7 mmol), 1-methyl-2-(piperidin-4-yloxy)-1H-[4,4′]bipyrimidinyl-6-one (500 mg, 1.7 mmol), tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (72 mg, 70 μmol), and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (130 mg, 0.28 mmol) in toluene (3.5 ml) was added sodium tert-butoxide (250 mg, 2.6 mmol) under nitrogen atmosphere. The mixture was stirred at 150° C. for 30 minutes utilizing Biotage microwave reactor. The mixture was filtered through a pad of Celite and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford 1-methyl-2-{[1-(2-oxo-1{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-2H-3,1-benzoxazin-6-yl)piperidin-4-yl]oxy}-1H-[4,4′]bipyrimidinyl-6-one as a pale yellow solid (110 mg, 0.19 mmol, 11%).

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