反应详情

Added together 2-cyanophenylboronic acid pinacol ester (13.7 g, 60 mmol), 2-bromo-4,6-dimethylaniline (10.0 g, 50 mmol), tetrakis(triphenylphosphine)palladium(0) (2.3 g, 2.0 mmol) and potassium carbonate (18.6 g, 138.21 mol) to a 125 mL of a 95/5 mixture of toluene/methanol. The solvents were degassed and the reaction mixture heated to reflux for 48 hours. After cooling, the reaction mixture was vacuum filtered and the organics evaporated and crude product was purified using silica gel column chromatography treated with triethylamine and 1:9 ethyl acetate and methylene chloride mixture as the eluants. The pure product was collected and concentrated to give 3,5-dimethyl-6-phenanthridinamine (9.1 g, 82% Yield).

1. customThe solvents were degassed
2. temperaturethe reaction mixture heated
3. temperatureto reflux for 48 hours
4. temperatureAfter cooling
5. filtrationfiltered
6. customthe organics evaporated
7. customcrude product was purified
8. additiontreated with triethylamine and 1:9 ethyl acetate and methylene chloride mixture as the eluants
9. customThe pure product was collected
10. concentrationconcentrated