Multi-step reaction with 8 steps
1.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 1 h / 20 °C
1.2: pH 4
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C
2.2: 0 - 10 °C
3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C
3.2: 1.5 h / 20 °C
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 - 65 °C
5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 20 °C
6.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 1 h / 90 °C / microwave irradiation
7.1: potassium phosphate; XPhos / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 0.42 h / 130 °C / microwave irradiation; Inert atmosphere; Sealed tube
8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C
8.2: 0.5 h
With
potassium phosphate; iodine; potassium acetate; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; XPhos;
tris-(dibenzylideneacetone)dipalladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil;