Multi-step reaction with 8 steps
1.1: potassium tert-butylate; N,N,N-trimethylhydrazinium iodide; copper(l) chloride / N,N-dimethyl-formamide / 0.25 h / -40 - 0 °C
2.1: tin(ll) chloride / methanol / 10 h / 75 °C
3.1: acetic acid; sodium nitrite / water / 1.5 h / 15 °C
4.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 2.5 h / 90 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C
6.1: trifluoroacetic acid / 0.08 h / 20 °C
7.1: pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C
7.2: 0.17 h / 0 - 20 °C
8.1: hydrogenchloride / 1,4-dioxane / 2 h / 0 °C
With
pyridine; hydrogenchloride; potassium tert-butylate; N,N,N-trimethylhydrazinium iodide; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; copper(l) chloride; tin(ll) chloride; sodium nitrite;
tetrakis(triphenylphosphine) palladium(0);
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;