Multi-step reaction with 8 steps
1.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / toluene; water / 16 h / 100 °C / Inert atmosphere
2.1: zinc; water; ammonium formate / methanol / 4 h / 80 °C
3.1: sodium nitrite; hydrogen bromide / acetonitrile / 0.5 h / 0 °C
3.2: 16 h / 20 °C
4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; Sealed; Biotage Initiator
6.1: n-butyllithium / tetrahydrofuran / 0.67 h / -78 - 20 °C
6.2: -78 °C
7.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 0.33 h / 0 °C
8.1: acetic acid / dichloromethane / 0.25 h / 20 °C
8.2: 3 h / 20 °C
With
potassium phosphate; n-butyllithium; chloro-trimethyl-silane; water; hydrogen bromide; ammonium formate; potassium acetate; caesium carbonate; acetic acid; sodium iodide; zinc; sodium nitrite;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile;