1-Phenylpiperazine → HCID 24947219, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (100 mg, 0.385 mmol), 1-phenylpiperazine (0.064 mL, 0.424 mmol), Pd2(dba)3 (15 mg, 0.016 mmol), rac-BINAP (36 mg, 0.058 mmol) and NaOtBu (46 mg, 0.479 mmol) in DMA (3 mL) was heated in a microwave at 90° C. for 10 minutes. 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-phenyl-piperazin-1-yl)-2H-phthalazin-1-one (20 mg) as an orange solid, 1H (400 MHz, d6-DMSO) δ: 3.32 (m, 4H), 3.61 (m, 4H), 6.81 (t, 1H), 7.00 (d, 2H), 7.15 (d, 1H), 7.24 (t, 2H), 7.62 (dd, 1H), 8.07 (d, 1H), 12.57 (s, 1H) ppm; m/z (M+1) 341.01.

Provenance & Evidence