Multi-step reaction with 8 steps
1.1: methanol; toluene / 20 °C
2.1: potassium carbonate / trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide / 20 - 120 °C / Inert atmosphere; sealed tube
3.1: water; sodium hydroxide / methanol / 1 h / Reflux
3.2: 20 °C / pH 3 - 4
4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C
4.2: 5 h
5.1: triethylamine / bis(benzonitrile)palladium(II) dichloride; 1,1'-bis(diphenylphosphino)ferrocene / 4 h / 140 °C / 11251.1 Torr
6.1: lithium borohydride / tetrahydrofuran / 18 h / Reflux
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
8.1: dimethyl sulfoxide / 19 h / 20 °C
With
lithium borohydride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; 1,1'-bis(diphenylphosphino)ferrocene;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;