Binap, (A+-)- → HCID 58447360, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (200 mg, 0.770 mmol), (6-pyrrolidin-ylpyrid-2-yl)methylamine (150 mg, 0.848 mmol), Pd2(dba)3 (71 mg, 0.077 mmol), rac-BINAP (153 mg, 0.246 mmol) and NaOtBu (190 mg, 1.977 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-[(6-pyrrolidin-1-yl-pyridin-2-ylmethyl)-amino]-2H-phthalazin-1-one (25 mg) as a white solid. 1H (400 MHz, d6-DMSO) δ: 2.12 (m, 4H), 3.39 (m, 4H), 4.32 (d, 2H), 6.30 (d, 1H), 6.51 (d, 1H), 6.91 (s, 1H), 7.18 (dd, 1H), 7.42 (t, 1H), 7.61 (t, 1H), 7.93 (d, 1H), 12.33 (s, 1H) ppm; m/z (M+1) 356.21.

Provenance & Evidence