Multi-step reaction with 10 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C / Cooling with ice
2.1: chloro-trimethyl-silane; triethylamine / N,N-dimethyl-formamide / 100 °C
3.1: hydrogenchloride; water / 19 h / Reflux
4.1: triethylamine; diphenyl phosphoryl azide / N,N-dimethyl-formamide / 7 h / 100 °C
5.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C
6.1: HATU / N,N-dimethyl-formamide / 1 h / 20 °C
6.2: 20 °C
7.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 8 h / 100 - 110 °C
8.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 80 °C
9.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 1551.49 Torr
10.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
With
hydrogenchloride; chloro-trimethyl-silane; diphenyl phosphoryl azide; water; hydrogen; potassium acetate; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; HATU; trifluoroacetic acid;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
8.1: Suzuki Coupling;