Multi-step reaction with 11 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
3.1: pyridine; thionyl chloride / dichloromethane / 0.08 h / 0 - 20 °C
4.1: N,N-dimethyl-formamide / 12 h / 20 °C
5.1: sodium hydride / tetrahydrofuran / 0.58 h / 0 - 20 °C
6.1: ethanol / 12 h / 75 °C
7.1: hydrogen / palladium 10% on activated carbon / ethanol / 9 h / 20 °C / 2585.81 Torr
7.2: pH 7
8.1: acetic acid / 19 h / 90 °C
8.2: 90 °C
9.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 90 °C
10.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
10.2: pH 10
11.1: sodium tris(acetoxy)borohydride / water; 1,2-dichloro-ethane / 1 h / 20 °C
With
pyridine; lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium tris(acetoxy)borohydride; sodium hydride; caesium carbonate; acetic acid; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;