1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 67443147, compound

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Reaction Steps

A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (275 mg, 1.06 mmol), N-methyl-(4-methyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)methylamine (250 mg, 1.29 mmol), Pd2(dba)3 (113 mg, 0.123 mmol), xantphos (214 mg, 0.370 mmol) and NaOtBu (380 g, 3.696 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-(4-methyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-ylmethyl)-amino]-4a,8a-dihydro-2H-phthalazin-1-one (5 mg) as a yellow solid. 1H (400 MHz, d6-DMSO) δ: 2.98 (s, 3H), 3.18 (s, 3H), 3.38 (t, 2H), 4.18 (t, 2H), 4.6 (s, 2H), 6.81 (d, 1H), 6.90 (d, 1H), 7.37 (dd, 1H), 7.61 (d, 1H), 8.00 (d, 1H), 12.40 (s, 1H) ppm; m/z (M+1) 372.21.

Provenance & Evidence