Multi-step reaction with 7 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C
1.2: 2 h / 20 - 40 °C
2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -30 - -10 °C / Inert atmosphere
2.2: 1 h / -30 - -10 °C / Inert atmosphere
2.3: 1 h / Reflux
3.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl amine; water / 3 h / 120 °C / in a sealed tube
4.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / 100 °C / in a sealed tube
5.1: ammonium hydroxide / 1,4-dioxane / 32 h / 110 °C / in a sealed tube
6.1: copper(l) iodide / tetrakis(triphenylphosphine) palladium(0) / acetonitrile / 16 h / 80 °C / in a sealed tube
7.1: triphenylphosphine; Acetaldehyde oxime / palladium diacetate / toluene / 4 h / 80 °C
With
ammonium hydroxide; copper(l) iodide; n-butyllithium; Acetaldehyde oxime; oxalyl dichloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium diacetate; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; dimethyl amine; toluene; acetonitrile; butan-1-ol;