Water → 2-Aminocarbonylamino-5-(4-phenylethynylphenyl)pyrrole-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

2-Aminocarbonylamino-5-(4-bromophenyl)pyrrole-3-carboxamide (Compound No. 1-1, 100 mg, 0.31 mmol), sodium carbonate (69 mg, 0.65 mmol), copper(I) iodide (12 mg, 0.063 mmol), phenylacetylene (68 μL 0.62 mmol) and tetrakis(triphenylphosphine)palladium(0) (38 mg, 0.033 mmol) in mixed solvent (8 mL), which consists of water and 1,4-dioxane (1:3), were stirred at 95° C. for 5 hours. The brine (5 mL) was added to the reaction solution, extracted with ethyl acetate (10 mL), and then the organic layer was dried over magnesium sulfate. The layer was filtered with celite and the solvent was removed under reduced pressure. The obtained solid was washed with ethyl acetate (2 mL), and dried under reduced pressure to give the target compound (61 mg) as a pale yellow solid (Yield 57%).

Provenance & Evidence