Multi-step reaction with 10 steps
1.1: acetic acid; iron / acetic acid / 0.5 h / 90 °C
2.1: 0.5 h / 0 - 20 °C
3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,2-dimethoxyethane / 2 h / 90 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / Inert atmosphere
5.1: potassium fluoride / N,N-dimethyl-formamide / 5 h / 130 °C
6.1: potassium carbonate / methanol / 0.17 h / 20 °C
6.2: 4 h / Reflux
7.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / Inert atmosphere
8.1: ethyl acetate / 0.5 h / 100 °C
9.1: sodium hydroxide / water; ethanol / 5 h / 85 °C
10.1: pyridine / dichloromethane / 1 h
With
pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; palladium 10% on activated carbon; hydrogen; iron; sodium carbonate; potassium carbonate; acetic acid; sodium hydroxide;
In
methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;