Triethylamine → HCID 66680965, compound

Participants

Reaction Steps

0.5 g (1.2 mmol) of methyl 5-chloro-2-{[(3-iodophenyl)carbonyl]amino}benzoate obtained in Example 63-(i), 146 mg (1.4 mmol) of triethylamine, 11.5 mg (0.06 mmol) of copper iodide, 25 mg (0.036 mmol) of bis(triphenylphosphine)palladium(II) dichloride (PdCl2(PPh3)2), and 208 mg (1.92 mmol) of cyclohexylacetylene were stirred in DMF (10 mL) at room temperature for 21 hours. The reaction mixture was diluted with ethyl acetate, and washed with H2O, diluted hydrochloric acid, aqueous saturated sodium hydrogen carbonate solution, and saturated saline in this order. Thereafter, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was separated and purified by silica gel column chromatography, thereby giving 169 mg of methyl 5-chloro-2-({[3-(cyclohexylethynyl)phenyl]carbonyl}amino)benzoate (yield: 36%).

Provenance & Evidence