Multi-step reaction with 12 steps
1: nitric acid / chloroform / 0.17 h / 20 °C
2: sodium hydroxide; water / ethanol; tetrahydrofuran / 64 °C
3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
4: sodium hydroxide; water / ethanol / 70 °C
5: triethylamine / dichloromethane / 23 h / 0 - 20 °C / Inert atmosphere
6: caesium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 90 °C
7: acetic acid; iron / ethanol / 1 h / 90 °C
8: pyridine / 20 - 25 °C
9: sodium carbonate / N,N-dimethyl-formamide / 20 - 100 °C
10: sodium hydroxide; water / ethanol / 4 h / 60 °C
11: hydrogenchloride / tetrahydrofuran / 1 h
12: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C
With
pyridine; hydrogenchloride; water; nitric acid; iron; sodium carbonate; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;