Binap, (A+-)- → HCID 58447288, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (200 mg, 0.770 mmol), [3-(1-pyrrolidinylmethyl)phenyl]methanamine (161 mg, 0.848 mmol), Pd2(dba)3 (71 mg, 0.077 mmol), rac-BINAP (144 mg, 0.231 mmol) and NaOtBu (230 mg, 2.393 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-ylmethyl-benzylamino)-2H-phthalazin-1-one (15 mg) as a yellow solid. 1H (400 MHz, d6-DMSO) δ: 1.62 (m, 4H), 2.38 (m, 4H), 3.55 (m, 2H), 4.44 (d, 2H), 6.80 (s, 1H), 7.17 (m, 2H), 7.3 (m, 3H), 7.68 (m, 1H), 7.92 (d, 1H), 12.34 (s, 1H) ppm; m/z (M+1) 369.26.

Provenance & Evidence