Multi-step reaction with 10 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C
2.1: triethylamine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
3.1: dmap; triethylamine / dichloromethane / 16 h / 20 °C
4.1: water; sodium carbonate / methanol / 1 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C
5.2: 0.5 h
6.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 1.5 h / 80 °C
7.1: pyridine; Iodine monochloride / dichloromethane / 21.5 h / 0 - 20 °C
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C
8.2: 16 h / 0 - 20 °C
8.3: 0.33 h
9.1: potassium phosphate; N,N`-dimethylethylenediamine / copper(l) iodide / 1,4-dioxane / 1 h / 95 °C
10.1: lithium hydroxide / tetrahydrofuran / 2 h / 20 °C
With
pyridine; dmap; potassium phosphate; N-Bromosuccinimide; potassium tert-butylate; water; Iodine monochloride; sodium hydride; sodium carbonate; triethylamine; trifluoroacetic acid; lithium hydroxide; N,N`-dimethylethylenediamine;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;