Binap, (A+-)- → HCID 24947034, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 1-[2-(morpholin-4-yl)ethyl]piperazine (127 mg, 0.636 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 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). Preparatory HPLC afforded 4-chloro-6-[4-(2-morpholin-4-yl-ethyl)-piperazin-1-yl]-2H-phthalazin-1-one hydroformate (43 mg) as an orange solid, 1H (400 MHz, d6-DMSO) δ: 2.39 (m, 4H), 2.45 (m, 4H), 2.56 (m, 4H), 3.41 (m, 4H), 3.55 (t, 4H), 7.08 (d, 1H), 7.54 (dd, 1H), 8.03 (d, 1H), 8.15 (s, 1H), 12.49 (s, 1H) ppm; m/z (M+1) 378.05.

Provenance & Evidence