1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 67443003, compound

Participants

Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (225 mg, 0.867 mmol), N-methyl-3-[(6-methylpyrazin-2-yl)oxy]benzylamine (250 mg, 1.09 mmol), Pd2(dba)3 (95 mg, 0.104 mmol), xantphos (180 mg, 0.312 mmol) and NaOtBu (300 g, 3.12 mmol) in dioxane (6 mL) was heated at 80° C. for 3.5 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 (Hexanes/EtOAc) afforded 4-chloro-6-{methyl-[3-(6-methyl-pyrazin-2-yloxy)-benzyl]-amino}-4a,8a-dihydro-2H-phthalazin-1-one (6 mg) as a yellow solid. 1H (400 MHz, d6-DMSO) δ: 2.27 (s, 3H), 3.24 (s, 3H), 4.83 (s, 2H), 6.88 (d, 1H), 7.03 (s, 1H), 7.07 (d, 1H), 7.12 (d, 1H), 7.32 (dd, 1H), 7.40 (t, 1H), 8.00 (d, 1H), 8.24 (d, 2H), 12.41 (s, 1H) ppm; m/z (M+1) 408.27.

Provenance & Evidence