Water → N-cyclopropyl-3-(1-(2-(dimethylamino)ethylamino)phthalazin-6-yl)-4-methylbenzamide

Participants

Reaction Conditions

Reaction Steps

6-Bromo-N-(2-(dimethylamino)ethyl)phthalazin-1-amine (115 mg, 390 μmol), potassium acetate (53 mg, 550 μmol), bis(pinacolato)diboron (139 mg, 550 μmol), and 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride (29 mg, 40 μmol) were suspended in dioxane (4 mL) and placed in the microwave for I 0 min at 160° C. To the reaction was added a mixture of 3-bromo-N-cyclopropyl-4-methylbenzamide (99 mg, 390 μmol), sodium carbonate-2 M in water (0.29 mL, 0.58 mmol), tetrakis(triphenylphosphine)palladium (45 mg, 40 μmol), and ethyl alcohol (5 mL). The reaction was heated in the microwave for 10 min at 160° C. The reaction mixture was diluted with 20 mL of EtOAc, added to an addition funnel and partitioned with sodium bicarbonate (saturated, aqueous). The organic layer was washed 3× with 20 mL of sodium bicarbonate (saturated, aqueous), dried over sodium sulfate, and concentrated via rotovap to give a crude product. The crude product was purified by chromatography to obtain the title compound. Found MS (ES+): 390(M+H)+.

Provenance & Evidence