4-(Trifluoromethoxy)benzylamine → HCID 24948343, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 4-(trifluoromethoxy)benzylamine (0.098 mL, 0.642 mmol), Pd2(dba)3 (50 mg, 0.055 mmol), rac-BINAP (112 mg, 0.180 mmol) and NaOtBu (151 mg, 1.571 mmol) in DMA (5 mL) was heated at 85° C. for 2 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-(4-tert-butoxy-benzylamino)-4-chloro-2H-phthalazin-1-one (37 mg) as a beige solid, 1H (400 MHz, d6-DMSO) δ: 4.47 (d, 2H), 6.81 (s, 1H), 7.16 (dd, 1H), 7.35 (d, 2H), 7.50 (d, 2H), 7.69 (t, 1H), 7.93 (d, 1H), 12.35 (s, 1H) ppm; m/z (M+1) 369.93.

Provenance & Evidence