反应详情

温度

0 °C

Phosphoryl chloride (5.15 ml, 55.3 mmol) was added dropwise to DMF (70 ml) under stirring at 0° C. After the reaction mixture was stirred at 0° C. for 10 minutes, a solution of 1-methyl-1H-pyrrolo(2,3-b)pyridine (4.87 g, 36.8 mmol) in DMF (5 ml) was added dropwise at the same temperature. After completion of the dropwise addition, the reaction mixture was stirred at 0° C. for 4 hours and at 60° C. for 3.5 hours. The reaction mixture was poured in ice water—a saturated aqueous solution of sodium bicarbonate to neutralize the mixture therewith, followed by extraction with chloroform. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from ethyl acetate eluate fractions, 1-methyl-1H-pyrrolo(2,3-b)pyridine-3-carbaldehyde (4.87 g, 83%) was obtained as a yellow solid.

1. stirringAfter the reaction mixture was stirred at 0° C. for 10 minutes
2. additionAfter completion of the dropwise addition
3. stirringthe reaction mixture was stirred at 0° C. for 4 hours and at 60° C. for 3.5 hours
4. extractionfollowed by extraction with chloroform
5. washThe extract was washed with saturated brine
6. dry with materialdried over anhydrous sodium sulfate
7. distillationdistilled under reduced pressure
8. customto remove the solvent
9. customThe residue was purified by chromatography on a silica gel column, whereby from ethyl acetate eluate fractions