Multi-step reaction with 10 steps
1: diisobutylaluminium hydride / toluene; dichloromethane / 2 h / -78 °C
2: sodium tetrahydroborate; methanol / 1 h / 0 - 20 °C
3: triethylamine / dichloromethane / 18 h / 0 - 20 °C
4: potassium iodide / dimethyl sulfoxide / 2 h / 140 °C
5: ammonium chloride; trimethylaluminum / toluene / 18 h / 5 - 85 °C
6: sodium methylate / methanol / 18 h / 0 - 20 °C
7: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 h / Reflux
8: 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 / 1.5 h / 20 °C
9: hydrogenchloride / tetrahydrofuran; water / 1 h / 20 °C
10: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 0.25 h / 20 °C
With
hydrogenchloride; methanol; sodium tetrahydroborate; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; trimethylaluminum; sodium methylate; diisobutylaluminium hydride; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium iodide;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;