Multi-step reaction with 7 steps
1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; 1,4-dioxane / 48 h / 50 °C
2.1: 1,4-diaza-bicyclo[2.2.2]octane / water; dimethyl sulfoxide / 4 h / 20 °C
3.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride / ethyl acetate / 4 h / 20 °C
5.1: 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 / 0.5 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 12 h / 20 °C
6.2: pH 8
7.1: triethylamine / dichloromethane / 12 h / 20 °C
With
1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
1.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.8b00117