Multi-step reaction with 9 steps
1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 20 °C
2: 0.5 h / 150 °C / Microwave irradiation
3: sodium carbonate / triphenylphosphine; palladium(II) bromide / water; N,N-dimethyl-formamide / 7 h / 100 °C
4: hydrogen / palladium 10% on activated carbon / ethyl acetate / 4 h
5: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 70 °C
6: sodium hydride; ethanethiol / N,N-dimethyl-formamide / 1.5 h / 0 - 150 °C
7: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C
8: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C
9: hydrogenchloride / 1,4-dioxane; dichloromethane / 3 h / 20 °C
With
1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; ethanethiol;
palladium 10% on activated carbon; triphenylphosphine; palladium(II) bromide;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;