Multi-step reaction with 9 steps
1.1: acetic acid; ammonium acetate / toluene / 16 h / Dean-Stark; Reflux
2.1: copper(l) iodide / tetrahydrofuran; dibutyl ether / 2 h / -78 - -30 °C
2.2: 1 h / -78 - -30 °C
3.1: sodium iodide / dimethyl sulfoxide / 3 h / 150 °C / Sealed tube
3.2: 16 h / 20 °C
4.1: hydroxylamine / ethanol; water / 16 h / 60 °C
5.1: 16 h / 20 °C
6.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C / Inert atmosphere
7.1: sodium methylate / methanol / 16 h / 0 - 20 °C
8.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 h / Reflux
9.1: 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 / 17 h / 20 °C
With
copper(l) iodide; lithium hydroxide monohydrate; palladium 10% on activated carbon; ammonium acetate; hydrogen; hydroxylamine; sodium methylate; 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; sodium iodide;
In
tetrahydrofuran; methanol; ethanol; dibutyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;