Multi-step reaction with 9 steps
1.1: bromine / chloroform / 0 - 20 °C
1.2: 6 h / 0 °C
1.3: pH 5
2.1: acetic anhydride / 20 h / Reflux
3.1: quinine / toluene; tetrachloromethane / 60 h / -65 °C
4.1: lithium diisopropyl amide / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere
5.1: acetonitrile / 5 h / 20 °C / Inert atmosphere
6.1: ammonium acetate / toluene / 6 h / 100 °C / Sealed tube
7.1: hydrogenchloride / water / 2 h / 80 °C
8.1: sulfuric acid / dichloromethane; 1,4-dioxane / -10 °C
9.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 40 - 50 °C
With
hydrogenchloride; sulfuric acid; ammonium acetate; bromine; acetic anhydride; quinine; N-ethyl-N,N-diisopropylamine; 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; tetrachloromethane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile;