Potassium Carbonate → 3-[6-(4-Chlorophenyl)-5-fluoro-1-methyl-1H-indol-3-yl]-4-(7-methoxybenzofuran-3-yl)pyrrole-2,5-dione

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Reaction Steps

3-(5-Fluoro-6-iodo-1-methyl-1H-indol-3-yl )-4-(7-methoxy benzofuran-3-yl)-pyrrole-2,5-dione (0.020 g, 0.039 mmol), Pd(PPh3)4 (4.5 mg, 0.004 mmol), and 4-chloro-phenylboronic acid (15.1 mg, 0.097 mmol) were dissolved in dimethoxy ethane (DME) (4 mL), and the mixture was degassed for 1 min and stirred for 10 min at room temperature. A solution of K2CO3 (2 M, 0.049 mL, 0.098 mmol) was added. The mixture was degassed again for 1 min, and stirred at 85° C. overnight. The resulting mixture was cooled to ambient temperature and poured into a mixture of 0.1 N HCl/EtOAc (15 mL/15 mL). After partition, the organic layer was washed with water, filtered, and concentrated. The residue was purified by preparative TLC using (ethyl acetate-hexane, 1:1) to afford the product as an orange solid (10 mg, 51%). The sample was purified by HPLC to give 3 mg of pure final compound.

Provenance & Evidence