反应详情

To a stirred solution of ethyl 5-(3-(2-hydroxyethyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylate (0.61 g, 2.04 mmol) in dichloromethane (6 mL) and pyridine (0.25 mL) at 0° C. was added toluenesulfonyl chloride in dichloromethane (1 mL). The resulting mixture was allowed to warm to ambient temperature, stirred for 18 h and diluted with dichloromethane (100 mL). The organic layer was washed sequentially with 10% aqueous hydrochloric acid (2×50 mL) and saturated aqueous sodium bicarbonate solution (50 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluted with 0-10% ethyl acetate in dichloromethane to afford the title compound as a colorless solid in 56% yield (0.52 g): 1H NMR (300 MHz, CDCl3) δ 7.77 (d, J=8.1 Hz, 2H), 7.31 (d, J=8.1 Hz, 2H), 6.11 (s, 1H), 4.31-4.20 (m, 4H), 3.77-3.61 (m, 4H), 3.54 (t, J=4.8 Hz, 2H), 2.49 (s, 3H), 2.36 (s, 3H), 1.33 (t, J=7.1 Hz, 3H); MS (ES+) m/z 453.3 (M+1).

1. washThe organic layer was washed sequentially with 10% aqueous hydrochloric acid (2×50 mL) and saturated aqueous sodium bicarbonate solution (50 mL)
2. dry with materialdried over sodium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customThe residue was purified by column chromatography
6. washeluted with 0-10% ethyl acetate in dichloromethane