反应详情

To a solution of 2-amino-3-fluoro-2-methylpropionitrile (168 mg) in dry dimethylformamide (12 mL) were added triethylamine (0.22 mL), 1-hydroxy-7-azabenzotriazole (224 mg), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide.HCl (316 mg), then (3-ethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid (450 mg). The reaction mixture was stirred at room temperature for 2 hours. The mixture was poured over brine and extracted twice with ethyl acetate (thrice). The organic layer was washed with water then with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude was purified by chromatography eluting with cyclohexane/ethyl acetate (3:2 by volume), to give N-(1-cyano-2-fluoro-1-methyl-ethyl)-2-(3-ethynyl-quinolin-6-yloxy)-2-methylsulfanyl-acetamide (483 mg) as an oil.

1. extractionextracted twice with ethyl acetate (thrice)
2. washThe organic layer was washed with water
3. dry with materialwith brine, dried over sodium sulphate
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe crude was purified by chromatography
7. washeluting with cyclohexane/ethyl acetate (3:2 by volume)