Multi-step reaction with 7 steps
1.1: triethylamine / dichloromethane / 0.08 h / 0 °C
1.2: 0.67 h / 0 °C
2.1: toluene-4-sulfonic acid / toluene / 4 h / Reflux; Dean-Stark
3.1: hydrogen; palladium 10% on activated carbon / methanol / 25 °C
4.1: acetonitrile / 5 h / 20 °C / Inert atmosphere
5.1: ammonium acetate / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / Dean-Stark; Reflux
6.1: sodium hydroxide; water / methanol / 3 h / 20 °C
7.1: 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 / 0.25 h / 20 °C
With
palladium 10% on activated carbon; ammonium acetate; water; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide;
In
methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;