反应详情

温度

100 °C

To a mixture of 4-bromo-6-chloropyridazin-3(2H)-one (838 mg, 4.0 mmol), 1-methyl-1H-pyrazol-3-amine (427 mg, 4.4 mmol), tris(dibenzylideneacetone)di-palladium(0) (91.6 mg, 0.1 mmol), and 2-di-tert-butylphosphino-2′,4′,6′-triisopropy-lbiphenyl, 97% (170 mg, 0.4 mmol) in 1,4-dioxane (12 mL) was added sodium tert-butoxide (845.7 mg, 8.8 mmol). The mixture was purged with nitrogen and sealed in a pressure tube. The reaction mixture was heated at 100° C. overnight. The mixture was cooled to room temperature, and filtered through Celite®. The filtrate was concentrated. The residue was purified on silica eluted with a gradient of 0 to 3.5% methanol in methylene chloride with 1% ammonium hydroxide to afford 6-chloro-4-(1-methyl-1H-pyrazol-3-ylamino)pyridazin-3(2H)-one (109g) (230 mg, 25%).

1. customThe mixture was purged with nitrogen
2. customsealed in a pressure tube
3. temperatureThe mixture was cooled to room temperature
4. filtrationfiltered through Celite®
5. concentrationThe filtrate was concentrated
6. customThe residue was purified on silica
7. washeluted with a gradient of 0 to 3.5% methanol in methylene chloride with 1% ammonium hydroxide