Multi-step reaction with 8 steps
1.1: toluene-4-sulfonic acid / methanol / 1 h / Reflux
2.1: caesium carbonate / N,N-dimethyl-formamide / 100 °C
3.1: hydrogenchloride; water / acetonitrile / 0.5 h / 60 °C
4.1: dichloromethane / 0.17 h / 20 °C
4.2: 2 h / 20 °C
5.1: hydrogenchloride; zinc / tetrahydrofuran; water / 2 h / 20 °C
6.1: acetic acid / 1 h / 60 °C
7.1: water; lithium hydroxide / tetrahydrofuran / 0.5 h / 60 °C
7.2: pH ~ 7
8.1: ammonium chloride; 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 / 1 h / 20 °C
With
hydrogenchloride; water; ammonium chloride; caesium carbonate; acetic acid; 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 hydroxide; zinc;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;