1,10-Phenanthroline → HCID 68435430, compound

Participants

Reaction Steps

(5-Iodo-quinolin-2-yl)-(2-methoxy-benzyl)-amine (0.4 g, 1 mMol) and 2-hydroxyethyl-phenylsulfide (0.32 g, 2 mMol) were heated in toluene together with CuI (10 Mol-%), phenantroline (20 Mol-%) and CsCO3 (0.67 g, 2 mMol) to 100° C. for 24 h. After cooling to ambient temperature the reaction mixture was extracted twice with toluene, the combined organic phases were extracted with water and subsequently dried with sodium sulfate. After evaporation the residue was subjected to column chromatography (silica gel, heptane/ethyl acetate 100:0->60:40 gradient) to yield (2-methoxy-benzyl)-[5-(2-phenylsulfanyl-ethoxy)-quinolin-2-yl]-amine (0.4 g, 93%) as a yellow oil,

Provenance & Evidence