1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 24947036, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 1-(α,α,α-trifluoro-m-tolyl)piperazine (0.12 mL, 0.639 mmol), Pd2(dba)3 (53 mg, 0.0578 mmol), rac-BINAP (123 mg, 0.198 mmol) and NaOtBu (176 mg, 1.831 mmol) in DMA (5 mL) was heated at 85° C. for 1 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-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-2H-phthalazin-1-one (15 mg) as a beige solid, 1H (400 MHz, d6-DMSO) δ: 3.21 (m, 4H), 3.40 (m, 4H), 6.86 (d, 1H), 6.91 (d, 1H), 6.98 (s, 1H), 7.05 (m, 1H), 7.22 (t, 1H), 7.38 (dd, 1H), 7.85 (d, 1H), 12.28 (s, 1H) ppm; m/z (M+1) 408.82.

Provenance & Evidence