Multi-step reaction with 10 steps
1.1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux
1.2: 0.08 h
2.1: trichlorophosphate / 1,2-dichloro-ethane / 3 h / Reflux
3.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 3 h / 20 °C
4.1: pyridine / dmap / dichloromethane / 1.5 h / Reflux
5.1: N,N`-dimethylethylenediamine / toluene / 2 h / 20 °C / Inert atmosphere; Cooling with ice
5.2: Inert atmosphere; Reflux
6.1: bromine / diethyl ether / 1.5 h
7.1: ethanol / 3.5 h / Reflux
8.1: palladium 10% on activated carbon / tetrahydrofuran / 6 h / 20 °C
9.1: hydroxylamine hydrochloride; triethylamine / ethanol / 4 h / Reflux
9.2: 9 h / 20 °C / Reflux
10.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 80 °C
With
pyridine; thionyl chloride; hydroxylamine hydrochloride; hydrogen; bromine; potassium carbonate; triethylamine; N,N`-dimethylethylenediamine; trichlorophosphate;
dmap; palladium 10% on activated carbon; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;