Potassium Carbonate → HCID 73438321, compound

Participants

Reaction Steps

9-chloro-1-(3-(trifluoromethyl)phenyl)pyrimidino[5,4-c][1,5]naphthyridine-2,4(1H,3H)-dione (300 mg, 0.77 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (170 mg, 0.77 mmol), potassium carbonate (317 mg, 2.3 mmol) and tetrakis(triphenylphosphine)palladium (45 mg, 0.04 mmol) were added to 40 mL dioxane and 2 mL water. The resulting mixture was reacted under reflux in the nitrogen protection for 18 hrs, cooled to room temperature, and concentrated. 400 mL water was added. The resulting mixture was filtered to obtain a crude product, which was dissolved in 20 mL 6M concentrated hydrochloric acid, and washed with dichloromethane (4×50 mL). The aqueous phase was added dropwise to an aqueous sodium carbonate solution, filtered, and washed with water. The resulting crude product was washed with methanol to produce 9-(2-aminopyrimidin-5-yl)-1-(3-(trifluoromethyl)phenyl)pyrimidino[5,4-c][1,5]naphthyridine-2,4(1H,3H)-dione (160 mg).

Provenance & Evidence