1: 9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole With sodium hydride in N,N-dimethyl-formamide T=0°C; 0.5 h; 2: methyl iodide in N,N-dimethyl-formamide T=0 - 20°C;

in N-methyl-acetamide

1.1: toluene-4-sulfonic acid / ethanol / 1.5 h / Reflux 2.1: trichlorophosphate / 1,2-dichloro-benzene / 1.5 h / 20 °C 2.2: 4 h / 105 °C 2.3: 20 °C 3.1: 3 h / 115 °C / Inert atmosphere 3.2: 1 h / 20 °C / Molecular sieve; Inert atmosphere 4.1: sodium carbonate; p-toluenesulfonyl chloride / tetrahydrofuran; water / 2 h / 20 °C 4.2: 12 h 4.3: 0 °C / pH 10 5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 5.2: 0 - 20 °C View Scheme

1.1: trichlorophosphate / 1,2-dichloro-benzene / 1.5 h / 20 °C 1.2: 4 h / 105 °C 1.3: 20 °C 2.1: 3 h / 115 °C / Inert atmosphere 2.2: 1 h / 20 °C / Molecular sieve; Inert atmosphere 3.1: sodium carbonate; p-toluenesulfonyl chloride / tetrahydrofuran; water / 2 h / 20 °C 3.2: 12 h 3.3: 0 °C / pH 10 4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 4.2: 0 - 20 °C View Scheme

1.1: 3 h / 115 °C / Inert atmosphere 1.2: 1 h / 20 °C / Molecular sieve; Inert atmosphere 2.1: sodium carbonate; p-toluenesulfonyl chloride / tetrahydrofuran; water / 2 h / 20 °C 2.2: 12 h 2.3: 0 °C / pH 10 3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 3.2: 0 - 20 °C View Scheme