A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (200 mg, 0.770 mmol), (3-pyrrolidin-1-ylphenyl)methylamine (149 mg, 0.848 mmol), Pd2(dba)3 (71 mg, 0.077 mmol), rac-BINAP (153 mg, 0.246 mmol) and NaOtBu (200 mg, 2.081 mmol) in DMA (6 mL) was heated at 85° C. for 1.5 h. The mixture was allowed to cool, diluted with EtOAc and washed with water. The organic layer was washed with sat.aq. NaHCO3, brine and dried (Na2SO4). Chromatography (Hexanes/EtOAc) afforded 4-chloro-6-(3-pyrrolidin-1-yl-benzylamino)-2H-phthalazin-1-one (11 mg) as a white solid. 1H (400 MHz, d6-DMSO) δ: 1.94 (m, 4H), 3.20 (m, 4H), 4.32 (d, 2H), 6.41 (d, 1H), 6.57 (s, 1H), 6.60 (d, 1H), 6.85 (s, 1H), 7.11 (t, 1H), 7.15 (dd, 1H), 7.62 (t, 1H), 7.01 (d, 1H), 12.33 (s, 1H) ppm; m/z (M+1) 355.31.
