反应详情

温度

85 °C

PdCl2(dppf).CH2Cl2 (184 mg, 0.23 mmol), tripotassium phosphate (624 mg, 4.51 mmol), and 4-nitrophenylboronic acid (958 mg, 4.51 mmol) were added to a 1,4-dioxane (5 mL)/DMF (1 mL) mixed solution of 2-chloro-4-quinolinecarboxylic acid methyl ester (500 mg, 2.26 mmol) obtained in Reference Example 3, and the mixture was heated with stirring overnight at 85° C. in an argon atmosphere. After the reaction solution was concentrated, to the residue, a saturated aqueous solution of sodium chloride and methylene chloride were added, and insoluble matter was filtered off through celite. After that, the residue was subjected to extraction with methylene chloride and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained residue was purified by silica gel column chromatography to obtain 2-(4-nitrophenyl)-4-quinolinecarboxylic acid methyl ester (549 mg, 1.78 mmol).

1. customobtained in Reference Example 3
2. temperaturethe mixture was heated
3. concentrationAfter the reaction solution was concentrated, to the residue
4. additiona saturated aqueous solution of sodium chloride and methylene chloride were added
5. filtrationinsoluble matter was filtered off through celite
6. extractionAfter that, the residue was subjected to extraction with methylene chloride
7. dry with materialdried over anhydrous sodium sulfate
8. distillationThe solvent was distilled off
9. customthe obtained residue was purified by silica gel column chromatography