Multi-step reaction with 8 steps
1: sulfuric acid / tetralin / 1 h / 150 - 210 °C / Inert atmosphere
2: trichlorophosphate / water / 0.5 h / Reflux; Inert atmosphere
3: sodium azide / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
4: triphenylphosphine / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
5: pyridine / 1 h / 60 °C / Inert atmosphere
6: ammonium formate; 5%-palladium/activated carbon / methanol / 20 h / 20 °C / Inert atmosphere
7: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere
8: dichloromethane
With
pyridine; sodium azide; sulfuric acid; 5%-palladium/activated carbon; ammonium formate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; trichlorophosphate;
In
tetrahydrofuran; methanol; tetralin; dichloromethane; water; N,N-dimethyl-formamide;
4: |Staudinger Azide Reduction;
DOI:10.1016/j.bmc.2013.11.009