反应详情

温度

40 °C

To a flask containing 5-chloroindole-2-carboxylic acid (8.33 g, 42.6 mmol) were added EDC (12.6 g, 63.9 mmol), HOBt (8.63 g, 63.9 mmol), N,O-dimethylhydroxylamine hydrochloride (6.23 g, 63.9 mmol) sequentially. N,N-Dimethylformamide (100 mL) was added, followed by DIEA (22.6 mL, 128 mmol), and the resulting solution was stirred at 40° C. for 18 h. The reaction mixture was allowed to cool to room temperature, then was poured into saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The combined organic phases were dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting amide was taken forward without further purification: LCMS B, tr=2.03 min, m/z 239.1 [M+H]+; 1H NMR (500 MHz, CDCl3) δ 9.55 (s, 1H), 7.66 (d, J=2.0 Hz, 1H), 7.37 (d, J=8.5 Hz, 1H), 7.24 (dd, J=8.5, 2.0 Hz, 1H), 7.16 (s, 1H), 3.85 (s, 3H), 3.44 (s, 3H).

1. temperatureto cool to room temperature
2. extractionextracted with ethyl acetate
3. dry with materialThe combined organic phases were dried over anhydrous sodium sulfate
4. concentrationconcentrated in vacuo
5. customThe resulting amide was taken forward without further purification
6. customLCMS B, tr=2.03 min, m/z 239.1 [M+H]+