反应详情

温度

110 °C

To a stirred DMF solution (40 mL) containing methyl 4-bromo-1H-pyrrole-2-carboxylate (1.0 g, 4.9 mmol), commercially available from Bionet, and Pd(Ph3)4 (195 mg, 0.17 mmol) was added Na2CO3 (1.3 g, 12.52 mmol) (dissolved in minimum amount water) and 4-chlorophenyl boronic acid (0.85 g, 5.43 mmol) under Ar. The mixture was degassed, with Ar prior to stirring overnight at 110° C. After cooling the reaction to RT, it was diluted with 10 mL of water and 200 mL of EtOAc. The aqueous layer was extracted, with EtOAc (3×20 mL). The organic layers were combined, dried over Na2SO4, and cone, in vacuo to yield a brown oil. The oil was purified by column chromatography (silica gel, 0%-15% gradient elution with EtOAc/hexanes) to yield 288 mg (25%) of product as white solid. MS (ESI) 236 (M+H)+.

1. customThe mixture was degassed, with Ar
2. temperatureAfter cooling
3. customthe reaction to RT
4. extractionThe aqueous layer was extracted, with EtOAc (3×20 mL)
5. dry with materialdried over Na2SO4, and cone, in vacuo
6. customto yield a brown oil
7. customThe oil was purified by column chromatography (silica gel, 0%-15% gradient elution with EtOAc/hexanes)