Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -78 °C / Inert atmosphere
1.2: 14.5 h / -78 - 30 °C / Inert atmosphere
2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 115 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere
3.2: 4 h / 15 - 25 °C / Inert atmosphere
4.1: lithium hydroxide / methanol / 17 h / 60 °C / Inert atmosphere
5.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 25 °C / Inert atmosphere
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
7.1: potassium hydroxide / methanol / 12 h / 15 - 25 °C / Inert atmosphere
8.1: hydrogen; / methanol / 3 h / 25 °C / 760.05 Torr
With
lithium aluminium tetrahydride; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; hydrogen; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; lithium hydroxide;
In
tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;