Multi-step reaction with 7 steps
1.1: sodium hydroxide / dichloromethane / 18 h / 20 °C
2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 18 h
3.1: zinc(II) chloride / tert-butyl alcohol; 1,2-dichloro-ethane; diethyl ether / 1 h / 0 °C / Inert atmosphere
3.2: 20.5 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: palladium 10% on activated carbon; hydrogen / ethyl acetate / 38 h
6.1: lithium hydroxide / water; tetrahydrofuran; methanol / 44 h / 20 - 40 °C
7.1: triethylamine; benzotriazol-1-ol; N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride / N,N-dimethyl-formamide / 0.17 h
7.2: 22 h / 40 °C
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; triethylamine; triphenylphosphine; sodium hydroxide; zinc(II) chloride; lithium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;