Multi-step reaction with 10 steps
1.1: potassium phosphate / bis(tri-t-butylphosphine)palladium(0) / acetonitrile; water / 1 h / 60 °C
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C
3.1: triethylamine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / N,N-dimethyl-formamide / 2.17 h / 0 - 20 °C
3.2: 0 - 20 °C
4.1: dmap; triethylamine / dichloromethane / 16 h / 20 °C
5.1: water; sodium carbonate / methanol / 1 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C
6.2: 0.5 h
7.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one
8.1: pyridine; Iodine monochloride / dichloromethane / 21.5 h / 0 - 20 °C
9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C
9.2: 16 h / 20 °C
10.1: triethylamine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / N,N-dimethyl-formamide / 64 h / 20 °C
With
pyridine; dmap; potassium phosphate; N-Bromosuccinimide; potassium tert-butylate; water; Iodine monochloride; sodium hydride; sodium carbonate; triethylamine; trifluoroacetic acid;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); bis(tri-t-butylphosphine)palladium(0);
In
1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;