Binap, (A+-)- → HCID 24947033, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 1-[3-(dimethylamino)propyl]piperazine (112 mg, 0.654 mmol), Pd2(dba)3 (53 mg, 0.0578 mmol), rac-BINAP (108 mg, 0.173 mmol) and NaOtBu (139 mg, 1.445 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). Preparatory HPLC afforded 4-chloro-6-[4-(3-dimethylamino-propyl)-piperazin-1-yl]-2H-phthalazin-1-one hydroformate (38 mg) as a pale brown solid, 1H (400 MHz, d6-DMSO) δ: 1.66 (m, 2H), 2.30 (s, 6H), 2.34 (t, 2H), 2.53 (m, 6H), 3.43 (m, 4H), 7.09 (d, 1H), 7.55 (dd, 1H), 8.03 (d, 1H), 8.15 (s, 1H), 12.50 (s, 1H) ppm; m/z (M+1) 350.08.

Provenance & Evidence