反应详情

温度

68 °C

A mixture of N-(2-fluoro-5-methylphenyl)-3-hydroxybenzamide (270 mg, 1.1 mmol), methyl 7-chlorothieno[3,2-b]pyridine-2-carboxylate (300 mg, 1.3 mmol) and cesium carbonate (1.0 g, 3.07 mmol) in 10 ml of anhydrous DMSO was heated at 68° C. for 16 hours, cooled to room temperature and partitioned between water (100 ml) and EtOAc (100 ml). The aqueous layer was extracted with more EtOAc (2×50 ml). All the organic layers were combined, washed with brine (50 ml), dried over Na2SO4, and evaporated to dryness to give the crude, which was purified by silica gel chromatography eluted with 1˜2% of MeOH in CHCl3 to give methyl 7-(3-((2-fluoro-5-methylphenyl)carbamoyl)phenoxy)thieno[3,2-b]pyridine-2-carboxylate as light brown oil. Yield: 170 mg, 37%.

1. temperaturecooled to room temperature
2. custompartitioned between water (100 ml) and EtOAc (100 ml)
3. extractionThe aqueous layer was extracted with more EtOAc (2×50 ml)
4. washwashed with brine (50 ml)
5. dry with materialdried over Na2SO4
6. customevaporated to dryness
7. customto give the crude, which
8. customwas purified by silica gel chromatography
9. washeluted with 1˜2% of MeOH in CHCl3