Multi-step reaction with 7 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1.5 h / -78 °C
1.2: 2.67 h / -78 - 30 °C
1.3: 3 h / 0 - 30 °C
2.1: potassium phosphate / 1,4-dioxane / 36 h / Reflux
3.1: sulfuric acid; nitric acid / 16 h / -10 - 30 °C
4.1: N-ethyl-N,N-diisopropylamine / ethanol / 2 h / 100 °C / Sealed tube; Microwave irradiation
5.1: hydrogen; palladium 10% on activated carbon / methanol / 14 h / 760.05 Torr / Inert atmosphere
6.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 - 30 °C
7.1: trifluoroacetic acid / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 - 30 °C
With
potassium phosphate; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; n-heptane; dichloromethane; ethylbenzene; N,N-dimethyl-formamide;