反应详情

A solution of (Z)-methyl-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoate (4.90 g, 20 mmol) of Example 2, pyridine (4.8 ml) and acetic anhydride (4.80 g, mmol) in THF (30 ml) was heated to reflux for 16 h. The reaction mixture was stirred at room temperature, quenched with 1N HCl, and extracted with ethyl acetate (3×20 ml). The combined organic phase was washed with saturated sodium bicarbonate, then brine, then dried over sodium sulfate. Concentration was followed by purification by flash chromatography to afford 4.03 g of product (70.3%). 1H NMR (300 MHz, CDCl3) 11.14 (s, 1H) 7.10-7.00 (m, 1H), 6.96-6.87 (m, 1H), 4.81 (s, 1H), 4.14 (s, 2H), 3.70 (s, 3H), 2.14 (s, 3H).

1. temperatureto reflux for 16 h
2. customquenched with 1N HCl
3. extractionextracted with ethyl acetate (3×20 ml)
4. washThe combined organic phase was washed with saturated sodium bicarbonate
5. dry with materialbrine, then dried over sodium sulfate
6. concentrationConcentration
7. customwas followed by purification by flash chromatography