2-(Tributylstannyl)pyridine → 2-(1-(6-methyl-4-oxo-3-(pyridin-2-yl)-4H-pyrido[1,2-a]pyrimidin-2-yl)ethyl)isoindoline-1,3-dione

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Reaction Steps

A solution of 2-(1-(3-bromo-6-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)-ethyl)isoindoline-1,3-dione (0.9386 g, 2.277 mmol), 2-(tributylstannyl)pyridine (1.098 mL, 3.05 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.263 g, 0.228 mmol) in 1,4-dioxane (18.97 mL) was stirred using an overhead stirrer at 110° C. After 20 h, the mixture was cooled to rt and concd under reduced pressure to give a black liquid. The black liquid was purified by column chromatography on a 80 g of Redi-Sep™ column using 0 to 100% gradient of EtOAc in hexane over 25 min and then 100% isocratic of EtOAc for 25 min to give 2-(1-(6-methyl-4-oxo-3-(pyridin-2-yl)-4H-pyrido[1,2-a]pyrimidin-2-yl)ethyl)isoindoline-1,3-dione as a yellow solid: Mass Spectrum (ESI) m/e=411.1 (M+1).

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