Multi-step reaction with 9 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5.25 h / 20 - 140 °C / Inert atmosphere
2.1: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 7 h / 130 °C / Inert atmosphere
3.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3.2: Saturated solution
4.1: thionyl chloride / dichloromethane / 20 °C / Inert atmosphere; Cooling
5.1: N,N-dimethyl-formamide / 2 h / 20 °C
6.1: N-benzyl-trimethylammonium hydroxide / acetonitrile / 20 - 85 °C
7.1: sodium hydride / 1,2-dimethoxyethane / 2.33 h / 20 °C / Inert atmosphere
8.1: sodium chloride / water; dimethyl sulfoxide / 5 h / 140 °C
9.1: triethylamine / benzene / 20 - 110 °C / Inert atmosphere
With
sodium tetrahydroborate; thionyl chloride; N-benzyl-trimethylammonium hydroxide; sodium hydride; sodium carbonate; potassium carbonate; triethylamine; sodium chloride;
palladium diacetate;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene;