反应详情

2-Bromo-5-methoxybenzonitrile (1.32 g, 6.23 mmol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1.36 g, 6.23 mmol), bis(triphenylphosphine)palladiumdichloride (0.437 g, 0.623 mmol) and potassium phosphate monohydrate (4.30 g, 18.68 mmol) were added to toluene (30 mL) and water (3 mL). The reaction mixture was degassed with bubbled nitrogen gas for 30 minutes before being refluxed under nitrogen for 15 h. After cooling, the reaction mixture was filtered through Celite® and the organic layer was extracted with ethyl acetate. After removal of the solvents, the crude material was triturated with 40 mL of DCM followed by 50 mL of hexanes to give 8-methoxyphenanthridin-6-amine (0.95 g, 68%) as a light yellow solid. The product was confirmed by GC/MS and NMR.

1. customThe reaction mixture was degassed with bubbled nitrogen gas for 30 minutes
2. temperaturebefore being refluxed under nitrogen for 15 h
3. temperatureAfter cooling
4. filtrationthe reaction mixture was filtered through Celite®
5. extractionthe organic layer was extracted with ethyl acetate
6. customAfter removal of the solvents
7. customthe crude material was triturated with 40 mL of DCM