Multi-step reaction with 8 steps
1.1: caesium carbonate / triphenylphosphine; palladium diacetate / N,N-dimethyl-formamide / 24 h / 80 °C
2.1: hydrogenchloride; hydrogen / platinum(IV) oxide / water; methanol / 24 h / 2068.65 Torr / Inert atmosphere
3.1: triethylamine / methanol / 20 h / 20 °C
4.1: zinc(II) chloride / diethyl ether; 1,2-dichloro-ethane; tert-butyl alcohol / 0.83 h / 0 °C
4.2: 60 h / 0 - 20 °C
5.1: triethylamine / triphenylphosphine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride / N,N-dimethyl-formamide / 0.33 h / 120 °C / microwave irradiation
6.1: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere
7.1: trifluoroacetic acid / dichloromethane / 22 h / 20 °C / Inert atmosphere
8.1: sodium tris(acetoxy)borohydride; methanol / water / 2.5 h / 20 °C / Inert atmosphere
With
hydrogenchloride; methanol; hydrogen; sodium tris(acetoxy)borohydride; caesium carbonate; triethylamine; trifluoroacetic acid; zinc(II) chloride;
platinum(IV) oxide; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; 10 wt% Pd(OH)2 on carbon; palladium diacetate; triphenylphosphine;
In
methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;