Multi-step reaction with 12 steps
1: acetic acid; iron / acetic acid / 0.5 h / 90 °C
2: 0.5 h / 0 - 20 °C
3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,2-dimethoxyethane / 2 h / 90 °C / Inert atmosphere
4: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 12 h / Inert atmosphere
5: potassium fluoride / N,N-dimethyl-formamide / 5 h / 130 °C
6: ammonium chloride; zinc / water; tetrahydrofuran / 0.5 h / 20 °C
7: 0.5 h / 100 °C
8: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C
9: acetic acid; iron / 1.16 h / 80 °C
10: 1 h / 80 °C
11: hydrogenchloride / ethanol / 1 h / 80 °C
12: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 6 h / 20 °C
With
hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; copper(l) iodide; palladium 10% on activated carbon; hydrogen; iron; sodium carbonate; ammonium chloride; caesium carbonate; acetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;