反应详情

Combine 6-mercapto-nicotinic acid (655 mg, 4.2 mmol), (R)-1-methyl-2,2,2-trifluoro-ethylamine hydrochloride (634 mg, 4.2 mmol) and EEDQ (1.06 g, 4.3 mmol) in anhydrous DMF (3 mL). Add triethylamine (0.6 mL, 4.3 mmol) and stir at room temperature for 16 h. Dilute the reaction mixture with water and extract with EtOAc (4×40 mL). Wash the combined organic extracts with brine, dry over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (3:2) to obtain the title compound as a yellow solid (180 mg, 18%). MS (ES+) m/z: 251.2 (M+H)+.

1. extractionextract with EtOAc (4×40 mL)
2. washWash the combined organic extracts with brine
3. dry with materialdry over MgSO4
4. filtrationfilter
5. concentrationconcentrate in vacuo
6. customPurify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (3:2)