Multi-step reaction with 9 steps
1.1: hydrogen bromide; bromine / water / 4 h / Reflux
2.1: sodium tetrahydroborate / ethanol / 15 - 30 °C / Inert atmosphere
3.1: ethanol; water / 3 h / Reflux
4.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol; water; toluene / 2 h / 105 °C / Inert atmosphere
5.1: 1-methyl-pyrrolidin-2-one / 2 h / 180 °C / Inert atmosphere
6.1: potassium hydroxide / ethylene glycol / 3 h / 150 °C
6.2: pH 5
7.1: sulfuryl dichloride / acetonitrile / 2 h / 5 °C
8.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 120 h / 20 °C
8.2: 27 h / 20 - 50 °C
9.1: sodium tris(acetoxy)borohydride / dichloromethane / 18 h / 20 °C / Inert atmosphere
With
sodium tetrahydroborate; sulfuryl dichloride; hydrogen bromide; bromine; sodium tris(acetoxy)borohydride; sodium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; toluene; acetonitrile;