pyridine in ethyl acetate T=0 - 20°C; Inert atmosphere;

N-ethyl-N,N-diisopropylamine in methanol 18 h; Ambient temperature;

1.1: toluene / Inert atmosphere; Reflux 1.2: 120 h / 0 °C / Inert atmosphere 2.1: pyridine / ethyl acetate / 0 - 20 °C / Inert atmosphere View Scheme

potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos; potassium bromide in 1,4-dioxane T=130°C; 16 h; Inert atmosphere;

1: 4-bromo-1-chloroisoqionoline With n-butyllithium in tetrahydrofuran; hexane T=-78 - -68°C; Negishi Coupling Reaction; 0.5 h; 2: With zinc dibromide in tetrahydrofuran; hexane T=-78 - 20°C; Negishi Coupling Reaction; 0.666667 h; 3: 7-[(trifluoromethyl)sulfonyl]oxyisoquinoline With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; hexane T=20 - 60°C; Negishi Coupling Reaction; 0.5 h;