Multi-step reaction with 6 steps
1.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / acetonitrile; tetrahydrofuran / 0 - 25 °C / Inert atmosphere
2.1: caesium carbonate / N,N-dimethyl-formamide / 48 h / 60 °C / Inert atmosphere
3.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 1 h / 70 °C / Inert atmosphere
4.1: dichloromethane / 2 h / 18 - 25 °C / Inert atmosphere
4.2: 1 h / Inert atmosphere
5.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 16 h / 18 - 25 °C / Inert atmosphere
6.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.17 h / Inert atmosphere
6.2: 18 - 25 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; palladium diacetate; potassium carbonate; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 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;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
3.1: |Suzuki Coupling;
DOI:10.1021/jm5001216