Multi-step reaction with 10 steps
1.1: 3 h / 20 - 60 °C
2.1: hydrazine hydrate / acetic acid / 20 °C
3.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; potassium carbonate / 1,4-dioxane / 3 h / Reflux; Inert atmosphere
4.1: sodium hydroxide; water / tetrahydrofuran / 80 °C
5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.25 h / 20 °C
5.2: 20 °C
6.1: toluene / 2 h / 50 °C
6.2: 3 h / 20 °C
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C / Inert atmosphere
7.2: 1.5 h / 0 °C
8.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1 h / 130 °C / Sealed tube; Microwave irradiation
9.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 85 °C
10.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,2-dimethoxyethane / 2 h / 150 °C / Sealed tube; Microwave irradiation
With
trans-N,N'-dimethyl-1,2-cyclohexyldiamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium(0); N-Bromosuccinimide; copper(l) iodide; water; sodium hydride; sodium carbonate; potassium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; mineral oil;