Multi-step reaction with 10 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C
3.1: potassium carbonate; tetraethylammonium chloride / triphenylphosphine; palladium diacetate / acetonitrile / 3 h / 80 °C / Inert atmosphere
4.1: N-Bromosuccinimide; acetic acid / dichloromethane / 0 - 5 °C
5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
5.2: -78 °C
6.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 20 °C
7.1: toluene / 2 h / 90 °C
7.2: 2 h / 90 °C
8.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 80 °C / Inert atmosphere; Sealed tube
9.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 2 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation
10.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 2 h / 150 °C / Sealed tube; Inert atmosphere; Microwave irradiation
With
N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; tetraethylammonium chloride; potassium carbonate; ammonium chloride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
8.1: Suzuki Coupling;