1: 5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine With AlCl3, aluminium chloride in dichloromethane 0.833333 h; 2: 2,2,2-trichloroacetyl chloride in dichloromethane 18 h; 3: methanol

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C 2.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C 3.1: AlCl3, aluminium chloride / dichloromethane / 0.83 h 3.2: 18 h View Scheme

1.1: sulfuric acid; KIO3 / 100 °C 1.2: 1.5 h 2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C 3.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C 4.1: AlCl3, aluminium chloride / dichloromethane / 0.83 h 4.2: 18 h View Scheme

1.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C 2.1: AlCl3, aluminium chloride / dichloromethane / 0.83 h 2.2: 18 h View Scheme

N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide in dichloromethane T=0 - 20°C; 1.33333 h;