Binap, (A+-)- → HCID 24948533, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (95 mg, 0.366 mmol), 3-phenylbenzylamine (95 mg, 0.518 mmol), Pd2(dba)3 (40 mg, 0.044 mmol), rac-BINAP (76 mg, 0.122 mmol) and NaOtBu (101 mg, 1.05 mmol) in DMA (5 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 6-[(biphenyl-3-ylmethyl)-amino]-4-chloro-2H-phthalazin-1-one (3 mg) as an off white solid, 1H (400 MHz, CDCl3) δ: 4.49 (s, 2H), 7.00 (m, 2H), 7.50 (m, 9H), 8.05 (d, 1H), 10.87 (s, 1H) ppm; m/z (M+1) 361.95.

Provenance & Evidence