Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / -78 °C
1.2: 0.67 h / Cooling
1.3: 0.08 h
2.1: sodium azide / water; acetone / 11 h / 70 °C
3.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 20 °C
4.1: 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 / 0.38 h
4.2: 2.25 h
5.1: ammonium chloride; zinc / tetrahydrofuran; methanol / 1 h
6.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 56 °C
7.1: hydrogenchloride; water / acetonitrile / 1.5 h / 60 °C
8.1: sodium tris(acetoxy)borohydride / dichloromethane / 16 h
8.2: 0.75 h
With
hydrogenchloride; n-butyllithium; sodium azide; lithium hydroxide monohydrate; water; sodium tris(acetoxy)borohydride; ammonium chloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc;
In
tetrahydrofuran; methanol; hexanes; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;