Binap, (A+-)- → HCID 58447338, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 3-(difluoromethoxy)benzylamine (0.074 mL, 0.645 mmol), Pd2(dba)3 (48 mg, 0.052 mmol), rac-BINAP (108 mg, 0.173 mmol) and NaOtBu (139 mg, 1.445 mmol) in DMA (6 mL) was heated at 80° 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 on silica (EtOAc/hexanes) afforded 4-chloro-6-(3-difluoromethoxy-benzylamino)-2H-phthalazin-1-one (17 mg) as an off white solid, 1H (400 MHz, CDCl3) δ: 4.32 (s, 2H), 6.36 (t, 1H), 6.77 (d, 1H), 6.90 (t, 2H), 6.99 (s, 1H), 7.08 (d, 1H), 7.21 (t, 1H), 8.00 (d, 1H), 10.15 (s, 1H) ppm; m/z (M+1) 351.92.

Provenance & Evidence