Multi-step reaction with 5 steps
1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 25 °C / Inert atmosphere
2: lithium hydroxide / 1,4-dioxane; water / 4 h / 25 °C / Inert atmosphere
3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere
4: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 25 °C / Inert atmosphere
5: trifluoroacetic acid / dichloromethane / 0.5 h / 25 °C / Inert atmosphere
With
palladium 10% on activated carbon; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide;
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.07.024