Multi-step reaction with 7 steps
1.1: diethylamino-sulfur trifluoride / dichloromethane / 19 h / 0 - 20 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere
3.1: triethylamine; hydrogen / potassium fluoride; 5%-palladium/activated carbon / ethanol / 14.5 h / 2250.23 - 3000.3 Torr / autoclave; Industry scale
4.1: hydrogenchloride; water / dichloromethane; 1,4-dioxane; tert-butyl methyl ether / 20 - 30 °C / Industry scale
5.1: triethylamine / toluene / 1.25 h / 0 - 20 °C / Industry scale
5.2: 15 - 25 °C
5.3: 1.6 h / 15 - 25 °C / pH 3.5 - 4.5
6.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 18 h / 75 °C
7.1: phosphoric acid / acetonitrile / 0.83 h / 20 °C
With
hydrogenchloride; diethylamino-sulfur trifluoride; phosphoric acid; water; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine;
potassium fluoride; tetrakis(triphenylphosphine) palladium(0); 5%-palladium/activated carbon;
In
1,4-dioxane; ethanol; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; toluene; acetonitrile;