Multi-step reaction with 11 steps
1.1: water; acetic acid / 3 h / Inert atmosphere; Reflux
2.1: thionyl chloride / 0 - 20 °C / Inert atmosphere
3.1: dmap / acetonitrile / 0 - 20 °C / Inert atmosphere
4.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere
4.2: -78 °C / Inert atmosphere
5.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 40 °C / Inert atmosphere
6.1: water; lithium hydroxide monohydrate / methanol / 20 °C / Inert atmosphere
7.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C / Inert atmosphere
8.1: ammonium acetate / toluene / Inert atmosphere; Reflux
9.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C / Inert atmosphere
10.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 20 °C / Inert atmosphere
11.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 3 h / Reflux; Inert atmosphere
With
hydrogenchloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; lithium hydroxide monohydrate; dimethylsulfide borane complex; ammonium acetate; water; potassium acetate; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; acetonitrile;