piperidine; anhydrous iron chloride in toluene 10 h; Reflux;

1: 5'-bromo-2'-hydroxyacetophenone With lithium hexamethyldisilazane in tetrahydrofuran T=-78 - -20°C; 2.5 h; 2: 4-chloro-benzoyl chloride in tetrahydrofuran T=-78 - 20°C; 3 h; 3: With sulfuric acid; acetic acid in tetrahydrofuran T=120°C; 0.0833333 h;

iodine in dimethyl sulfoxide Reflux;

sulfuric acid in ethanol T=100°C; microwave irradiation;

pyridine 0.05 h; Heating;

1: potassium hydroxide / ethanol; water / 20 °C 2: iodine / dimethyl sulfoxide / |Reflux View Scheme

sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl in toluene T=80°C; Buchwald-Hartwig amination reaction; 1 h; microwave irradiation;