Multi-step reaction with 8 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / -20 - 20 °C
2.2: 1 h / 0 °C / Reflux
3.1: 1H-imidazole / dichloromethane / 0.75 h / 0 - 20 °C
4.1: 4,4'-di-tert-butyl-2,2'-bipyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tert-butyl methyl ether / 10 h / 100 °C / Inert atmosphere; Microwave irradiation; Sealed tube
5.1: water; sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 0.5 h / 140 °C / Inert atmosphere; Microwave irradiation
6.1: potassium carbonate / N,N-dimethyl-formamide / 120 °C / Sealed tube
7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 20 °C
7.2: 4 h / 55 °C
8.1: hydrogenchloride; water / 1,4-dioxane; methanol / 20 °C
With
1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; water; sodium hydride; sodium carbonate; potassium carbonate; triphenylphosphine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; acetonitrile; mineral oil;
1.1: Mitsunobu reaction / 5.1: Suzuki Coupling;