Phenylacetylene → HCID 59189857, compound

Participants

Reaction Conditions

Reaction Steps

A solution mixture of 2-aminocarbonylamino-6-bromoindole-3-carboxamide (Compound 3-1, 50 mg, 0.17 mmol), potassium carbonate (36 mg, 0.26 mmol), copper (I) iodide (3.0 mg, 0.017 mmol), phenylacetylene (22 μL, 0.20 mmol) and tetrakis(triphenylphosphine)palladium (0) (20 mg, 0.017 mmol) in water-1,4-dioxane (1:3, 5 mL) was stirred at 100° C. for 3.5 hours. Brine (5 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (5 mL). The organic layer was dried over anhydrous magnesium sulfate and was filtered throught Celite® pad. After the solvent was evaporated under reduced pressure, the resultant solid was washed with a solution mixture of ethanol and chloroform (ethanol/chloroform=1/2, 3 mL), and dried under reduced pressure to give the title compound (23 mg) as a slightly brown solid (yield 43%).

Provenance & Evidence