Water → HCID 25129831, compound

Participants

Reaction Conditions

Reaction Steps

To 6-bromo-1-morpholinophthalazine (95 mg, 323 μmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride (24 mg, 32 μmol), potassium acetate (95 mg, 969 μmol), and 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (90 mg, 355 μmol) was added 1,4-dioxane (3.23 mL) before it was heated to 80° C. for 2.5 h. This reaction mixture was added to a mixture of N-cyclopropyl-3-iodobenzamide (111 mg, 388 μmol) and tetrakis(triphenylphosphine) palladium (37 mg, 32 μmol) in ethanol (3.23 mL) and potassium carbonate −1.5 M in water (861 μl, 1292 μmol) and stirred for 2 h at 80° C. The mixture was diluted with 75 mL of ethyl acetate, added to a separation funnel, partitioned with sodium bicarbonate (saturated, aqueous), washed 2× with 50 mL of sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, concentrated in vacuo, and purified by HPLC to give the title compound. MS (ES+): 375 (M+H)+.

Provenance & Evidence