Multi-step reaction with 10 steps
1.1: trichlorophosphate; N,N-dimethyl-aniline / 16 h / 0 - 60 °C / Inert atmosphere
1.2: pH ~ 8
2.1: ammonium hydroxide / 2.5 h / 85 °C / Sealed vessel
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 45 °C
4.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,2-dimethoxyethane; water / 16 h / 100 °C
5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 50 °C
6.1: N-iodo-succinimide / acetonitrile / 0.5 h / 20 °C
7.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere
8.1: N-Bromosuccinimide / acetonitrile / 0.5 h / 20 °C
9.1: tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
10.1: trifluoroacetic acid / 16 h / 20 °C
With
ammonium hydroxide; N-Bromosuccinimide; N-iodo-succinimide; hydrogen; sodium carbonate; potassium carbonate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium 10% on activated carbon;
In
1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; acetonitrile;