Multi-step reaction with 11 steps
1: sodium hydride / toluene; mineral oil / 20 °C
2: zinc(II) chloride / ethanol / 120 °C
3: Selectfluor / acetonitrile / 24 h / 20 °C
4: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 60 °C
5: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 20 °C / Inert atmosphere
6: caesium carbonate / 1-methyl-pyrrolidin-2-one / 16 h / 50 °C / Sealed tube
7: potassium phosphate / palladium diacetate; XPhos / toluene / 16 h / 50 °C / Sealed tube; Inert atmosphere
8: boron trichloride / dichloromethane / 3 h / 20 °C
9: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
10: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 100 °C / Inert atmosphere
11: sodium hydroxide; methanol / tetrahydrofuran / 3 h / 20 - 60 °C
With
methanol; potassium phosphate; water; boron trichloride; sodium hydride; sodium carbonate; benzotriazol-1-ol; caesium carbonate; Selectfluor; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc(II) chloride;
tetrakis(triphenylphosphine) palladium(0); palladium diacetate; XPhos;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; water; toluene; acetonitrile; mineral oil;