Multi-step reaction with 9 steps
1.1: triethylamine / dichloromethane / 16 h / 20 °C
2.1: triethylamine; triphenylphosphine; hexachloroethane / dichloromethane / 64 h / 20 °C
3.1: N,N-dimethyl-formamide / 16 h
4.1: sodium tetrahydroborate / methanol / 18 h / 0 - 20 °C
4.2: 0.08 h
5.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 2.17 h / 0 °C / Reflux
5.2: 48 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C
7.1: potassium hydroxide / tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos / 1,4-dioxane / 16 h / 80 °C
8.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 16 h / 20 °C
9.1: trifluoroacetic acid / dichloromethane / 16 h / Reflux
With
sodium tetrahydroborate; hexachloroethane; carbonochloridic acid 1-chloro-ethyl ester; tetrabutylammomium bromide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide;
tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos;
In
1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;