Multi-step reaction with 9 steps
1.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol
2.1: sodium carbonate / N,N-dimethyl-formamide / 100 °C
3.1: hydrogen / palladium on activated charcoal / methanol; ethyl acetate / 48 h
4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 5 h / 85 °C
5.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 80 °C
6.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 20 °C
7.1: 4,5-dicyano-1H-imidazole / dichloromethane / 1 h / 20 °C
7.2: 1 h / 20 °C
8.1: hydrogen bromide / 2 h / 20 °C
9.1: hydrogen; sodium acetate / palladium 10% on activated carbon / 1,4-dioxane; methanol; water / 10 h / 20 °C
With
1H-imidazole; 4,5-dicyano-1H-imidazole; hydrogen bromide; hydrogen; sodium acetate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine;
palladium 10% on activated carbon; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;