Multi-step reaction with 7 steps
1.1: caesium carbonate / palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 16 h / 95 °C
2.1: hydrogen / Raney Ni / tetrahydrofuran; methanol / 3 h / 20 °C / 1551.49 Torr
3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h / 60 °C
3.2: 20 °C / pH 6
4.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 96 h / 20 °C
5.1: caesium carbonate / dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-) / N,N-dimethyl-formamide; water / 0.5 h / 150 °C / Microwave irradiation
6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 18 h / 25 °C
With
water; hydrogen; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide;
1,1'-bis-(diphenylphosphino)ferrocene; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); palladium diacetate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
1.1: Buchwald-Hartwig amination / 5.1: Suzuki Coupling;