Multi-step reaction with 7 steps
1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C
1.2: 0.03 h
2.1: toluene-4-sulfonic acid / toluene / 3 h / Reflux
3.1: hydrazine; N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 65 °C
4.1: N-iodo-succinimide / 1,2-dichloro-ethane / 64 h / 20 - 50 °C
5.1: sodium carbonate / N,N-dimethyl-formamide / 16.75 h / 20 °C
6.1: bis(pinacol)diborane; potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere; Sealed vial
7.1: potassium phosphate / water; 2-methyl-THF / Inert atmosphere
7.2: 125 °C / Sealed vial; Microwave irradiation
With
potassium phosphate; N-iodo-succinimide; n-butyllithium; potassium acetate; sodium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; bis(pinacol)diborane; hydrazine;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 2-methyl-THF; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;