Multi-step reaction with 6 steps
1.1: sodium iodide; sodium hypochlorite / methanol / 0 °C
1.2: 1.62 h / 1.2 - 4.1 °C / pH 3
2.1: sodium hydroxide / water; acetone
3.1: potassium phosphate; copper(l) iodide / N-(2-cyanophenyl)pyridine-2-carboxamide / acetonitrile; dimethyl sulfoxide / 16 h / 60 °C / Inert atmosphere
4.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / water; tetrahydrofuran / 2.5 h / 65 °C / Inert atmosphere
5.1: potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere
6.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos / tetrahydrofuran / 20 h / 20 - 90 °C / Inert atmosphere
With
sodium hypochlorite; potassium phosphate; copper(l) iodide; potassium carbonate; sodium iodide; sodium hydroxide;
tris-(dibenzylideneacetone)dipalladium(0); N-(2-cyanophenyl)pyridine-2-carboxamide; t-BuBrettPhos; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane;
In
tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile;