Binap, (A+-)- → HCID 24947969, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (100 mg, 0.385 mmol), 3-(4-methyl-[1,4]diazepan-1-yl)-benzylamine (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-[3-(4-methyl-[1,4]diazepan-1-yl)-benzylamino]-2H-phthalazin-1-one hydroformate (29 mg) as a pale brown solid. 1H (400 MHz, d6-DMSO) δ: 1.83 (m, 2H), 2.21 (s, 3H). 2.39 (m, 2H), 2.54 (m, 2H), 3.38 (m, 2H), 3.46 (m, 2H), 4.32 (d, 2H), 6.56 (m, 2H), 6.71 (s, 1H), 6.83 (s, 1H), 7.09 (t, 1H), 7.16 (dd, 1H), 7.61 (m, 1H), 7.90 (d, 1H), 8.19 (s, 1H), 12.33 (s, 1H) ppm; m/z (M+1) 398.04.

Provenance & Evidence