Multi-step reaction with 9 steps
1: sodium hydride / diethyl ether; dimethyl sulfoxide / 3 h / 20 °C
2: diisobutylaluminium hydride / toluene; dichloromethane / 2 h / -78 °C
3: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C
4: triethylamine / dichloromethane / 16 h / 0 - 20 °C
5: potassium iodide / dimethyl sulfoxide / 20 h / 20 - 140 °C
6: ammonium chloride; trimethylaluminum / toluene / 14 h / 5 - 80 °C
7: sodium methylate / methanol / 16 h / 0 - 20 °C
8: lithium hydroxide monohydrate / tetrahydrofuran; water / 18 h / Reflux
9: 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 / 20 h / 20 °C
With
methanol; sodium tetrahydroborate; lithium hydroxide monohydrate; trimethylaluminum; sodium methylate; sodium hydride; diisobutylaluminium hydride; ammonium chloride; 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; potassium iodide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;