Multi-step reaction with 11 steps
1.1: thionyl chloride / 0 °C / Reflux
2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C
3.1: hydrogen / palladium on activated charcoal / methanol / 0.5 h / 20 °C
4.1: 3 h / Reflux
5.1: trichlorophosphate; N,N-dimethyl-aniline / toluene / 110 °C
6.1: sulfuric acid / 20 °C
6.2: pH 7
7.1: 3 h / 150 °C
8.1: pyridine / dichloromethane / 20 °C
9.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 1 h / 95 °C / Inert atmosphere
10.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.5 h / -10 °C / Inert atmosphere
11.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 100 °C / 3800.26 Torr / Inert atmosphere
With
pyridine; potassium phosphate; N-Bromosuccinimide; thionyl chloride; sulfuric acid; hydrogen; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); palladium on activated charcoal;
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;