1-Chloro-3-iodobenzene → HCID 10083116, compound

Participants

Reaction Steps

To a solution of Cul (5.0 mg, 28 μmol) in triethylamine (5 ml) were added (2-ethynyl-6-methyl-pyridin-3-yl)amine (75 mg, 0.57 mmol described in Example 7), (PPh3)2PdCl2 (20 mg, 28 μmol), and 1-chloro-3-iodobenzene (135 mg, 0.57 mmol). The reaction mixture was stirred at room temperature for 4 h. The solvent was evaporated to afford a brown oil which was taken up in DCM and the solution was washed with water. The aqueous phase was extracted twice with DCM. The organic phases were dried over Na2SO4, filtered and concentrated. The crude residue was purified by flash chromatography (hexane/ethyl acetate 7:3) to yield 54 mg (0.22 mmol, 39%) of (2-(3-chloro-phenylethynyl)-6-methyl-pyridin-3-yl)amine as a yellow solid.

Provenance & Evidence