Multi-step reaction with 11 steps
1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - -70 °C
1.2: 1 h / -70 - 20 °C
1.3: 0.25 h
2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / propan-1-ol; water / 5 h / 80 °C
3.1: magnesium / methanol / 4.5 h / 20 °C / Heating / reflux
5.1: sodium hydroxide / ethanol; water / 18 h / Heating / reflux
5.2: 20 °C / pH < 1
6.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 18 h / 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
8.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 18 h / 80 °C
9.1: sodium hydroxide; water / ethanol / 0.08 h / 100 °C / Microwave irradiation
10.1: hydrogenchloride / water; ethyl acetate
11.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C
With
hydrogenchloride; sodium hydroxide; n-butyllithium; tributylphosphine; tetrabutyl ammonium fluoride; water; sodium carbonate; caesium carbonate; magnesium; N-ethyl-N,N-diisopropylamine; HATU; 1,1'-azodicarbonyl-dipiperidine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;