Multi-step reaction with 8 steps
1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 4 h / 85 - 90 °C
2.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide; ethanol / 24 h / 20 °C
3.1: zinc(II) chloride / 1,2-dichloro-ethane; tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere
3.2: 24.5 h / 0 - 20 °C
4.1: triethylamine / copper(l) iodide; tri tert-butylphosphoniumtetrafluoroborate; trans-bis(triphenylphosphine)palladium dichloride / N,N-dimethyl-formamide / 0.33 h / 120 °C / Inert atmosphere; microwave irradiation
5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; N,N-dimethyl-formamide / 22 h / 20 °C / Inert atmosphere
6.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 18 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium carbonate / N,N-dimethyl-formamide; tetrahydrofuran / 44 h / 20 - 35 °C / Inert atmosphere
8.1: trifluoroacetic acid / dichloromethane / 23 h / 20 °C / Inert atmosphere
With
lithium hydroxide monohydrate; water; hydrogen; ammonium carbonate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; zinc(II) chloride;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); trans-bis(triphenylphosphine)palladium dichloride; palladium 10% on activated carbon; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;