反应详情

A solution of (S)-3,5-dichloro-4-(2-(3,4-dimethoxyphenyl)-2-hydroxyethyl)-pyridine 1-oxide (0.688 g, 2 mmol), 4-carboxybenzaldehyde (0.300 g, 2 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.767 g, 4 mmol) and 4-(dimethylamino)pyridine (0.122 g, 1 mmol) in anhydrous DCM (30 mL) was stirred at RT for 17 hours. The reaction mixture was partitioned between saturated NaHCO3 (20 mL) and DCM (10 mL) and filtered through a phase separator cartridge. The cartridge was washed thoroughly with DCM and the solvent was removed in vacuo. The crude material was purified by silica gel column chromatography eluting with 2:3 DCM:EtOAc to afford the title compound as a white solid (0.724 g, 76%).

1. customThe reaction mixture was partitioned between saturated NaHCO3 (20 mL) and DCM (10 mL)
2. filtrationfiltered through a phase separator cartridge
3. washThe cartridge was washed thoroughly with DCM
4. customthe solvent was removed in vacuo
5. customThe crude material was purified by silica gel column chromatography
6. washeluting with 2:3 DCM