CS(C)=O.[Br:5][C:6]1[CH:7]=[C:8]([C:12]#[C:13][C:14]2[CH:15]=[C:16]([CH:19]=[O:20])[NH:17][CH:18]=2)[CH:9]=[CH:10][CH:11]=1.C(OCC)(=[O:23])C.[OH2:27]>[Pd](Cl)Cl>[Br:5][C:6]1[CH:7]=[C:8]([C:12](=[O:23])[C:13]([C:14]2[CH:15]=[C:16]([CH:19]=[O:20])[NH:17][CH:18]=2)=[O:27])[CH:9]=[CH:10][CH:11]=1To DMSO was added 4-[(3-bromophenyl)ethynyl]-1H-pyrrole-2-carbaldehyde (1.50 g; 5.47 mmol), and palladium(II) chloride (97 mg; 0.547 mmol). The resulting solution was stirred at 140° C. for one hour. The mixture was cooled to ambient temperature and diluted with water. The product was extracted into chloroform and dried over MgSO4. The resulting solid was chromatographed on silica gel using 7:3 hexane:ethyl acetate to give 1.21 g of the title compound as a greenish crystalline solid (72% yield), mp 202-203° C.; MS (ES) m/z 304.0, [M−H]−.
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