Potassium Carbonate → N-cyclopropyl-3-(1-(2,4-dimethylphenyl)phthalazin-6-yl)-4-methylbenzamide

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Reaction Steps

A mixture of 6-chloro-1-(2,4-dimethylphenyl)phthalazine (150 mg, 558 μmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (437 mg, 1450 μmol), 2-(dicyclohexylphosphino)-2′-methylbiphenyl (18.3 mg, 50.2 μmol, Strem), Pd2(dba)3 (15.3 mg, 16.7 μmol, Strem), and potassium carbonate (231 mg, 1674 μmol) in Dioxane:H2O=4:1 (5 mL) was heated to 80° C. for 18 h. After cooling to room temperature, the mixture was diluted with MeOH and concentrated over SiO2. The residue was purified with column chromatography (MeOH/CH2Cl2=0-4%). The residue was purified with reverse-phase chromatography (Phenomenex Synergi 4m Max RP 80 A column, 150×21 mm, 20 mL/min, 10-95% CH3CN/H2O, 0.1% TFA, 10.5 min gradient). Yield: 113 mg (50%). MS (ESI, pos. ion) m/z: 408 (M+1).

Provenance & Evidence