Binap, (A+-)- → HCID 24948154, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (160 mg, 0.617 mmol), 3-(1H-pyrol-1-yl)benzylamine (100 mg, 0.581 mmol), Pd2(dba)3 (58 mg, 0.063 mmol), rac-BINAP (116 mg, 0.186 mmol) and NaOtBu (160 mg, 1.665 mmol) in DMA (5 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 on silica (EtOAc/hexanes) afforded 4-chloro-6-(3-pyrrol-1-yl-benzylamino)-2H-phthalazin-1-one (47 mg) as an off white solid, 1H (400 MHz, d6-DMSO) δ: 4.49 (d, 2H), 6.26 (t, 2H), 6.87 (s, 1H), 7.19 (dd, 1H), 7.25 (d, 1H), 7.33 (t, 2H), 7.42 (t, 1H), 7.47 (m, 1H), 7.61 (s, 1H), 7.67 (t, 1H), 7.94 (d, 1H), 12.35 (s, 1H) ppm; m/z (M+1) 350.90.

Provenance & Evidence