Multi-step reaction with 8 steps
1.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; 1,4-dioxane / 16.17 h / Inert atmosphere; Reflux
2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 30 °C
3.1: zinc(II) chloride / tert-butyl alcohol; 1,2-dichloro-ethane; diethyl ether / 1 h / 0 °C / Inert atmosphere
3.2: 18.5 h / 0 - 20 °C
4.1: copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 0.25 h / 120 °C / Microwave irradiation
5.1: triethylamine; palladium 10% on activated carbon; hydrogen / water; N,N-dimethyl-formamide / 21 h / 20 °C
6.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol / 18 h / 20 °C
6.2: 0.17 h / Inert atmosphere
6.3: 18 h / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 16 h / 20 °C
8.1: sodium tris(acetoxy)borohydride / water; methanol / 3 h / 20 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; sodium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;