Multi-step reaction with 6 steps
1.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 25 - 40 °C / Inert atmosphere
2.1: sodium acetate / methanol; dichloromethane / 0.5 h / 25 °C / Inert atmosphere
2.2: 2 h / Inert atmosphere
2.3: 0.25 h / Inert atmosphere
3.1: dmap; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 16 h
5.1: N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate / methanol; chloroform / 16 h / 60 °C / Inert atmosphere
6.1: tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene / 1,4-dioxane; water / 18 h / 100 °C / Inert atmosphere
With
hydrogenchloride; dmap; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; palladium 10% on activated carbon; hydrogen; sodium acetate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; N-ethyl-N,N-diisopropylamine; calcium carbonate;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetonitrile;
6.1: Suzuki coupling;
DOI:10.1021/jm300069y