反应详情

Compound 19.2 (0.096 mmol), and catalytic Pd/C in EtOAc (2 mL) were placed under an atmosphere of hydrogen for 3 hours. The reaction mixture was filtered, concentrated and taken on crude to the next reaction. The crude compound (0.096 mmol), dichloromethane (0.5 mL), 3-(trifluoromethyl)benzoyl chloride (1.05 mmol) and DIEA (1.10 mmol) was stirred at room temperature for 10 minutes. Water was added after which the mixture partitioned between EtOAc and water. The organic layer was separated, washed with brine, dried, filtered and concentrated under reduced pressure. Purification by flash column chromatography on silica gel using a gradient of EtOAc/hexanes provided N-(4-cyanomethyl-2-methoxy-phenyl)-3-trifluoromethyl-benzamide (compound 19.3) in 71%.

1. filtrationThe reaction mixture was filtered
2. concentrationconcentrated
3. customtaken on crude to the next reaction
4. custompartitioned between EtOAc and water
5. customThe organic layer was separated
6. washwashed with brine
7. customdried
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customPurification by flash column chromatography on silica gel using a gradient of EtOAc/hexanes