Sodium Carbonate → HCID 60143031, compound

Participants

Reaction Steps

2-(4-(9-chloro-3-methyl-2-oxo-3,4-dihydropyrimido[5,4-c][1,5]naphthyridin-1(2H)-yl)phenyl)-2-methylpropionitrile (700 mg, 1.79 mmol) and 6-methoxy-3-pyridine boronic acid (328 mg, 2.15 mmol) were dissolved in toluene (30 mL) and ethanol (10 mL), to the system added tetrakis(triphenylphosphine) palladium (40 mg) and 2N aqueous sodium carbonate solution (2.7 mL). Refluxed and reacted under nitrogen for 3 h, cooled to room temperature, filtered, the organic layer was concentrated under reduced pressure, dissolved in 50 mL of dichloromethane, washed sequentially with water and saturated brine, and the organic layer was dried over anhydrous sodium sulfate, and concentrated. The resulting solid was subjected to silica gel column chromatography (ethyl acetate:petroleum ether=1:1) to give 120 mg of the product.

Provenance & Evidence