反应详情

温度

60 °C

To a solution of methyl 6-(6-methoxy-2-thiophen-3-yl-1H-indol-3-ylmethyl)pyridine-2-carboxylate (936 mg) in tetrahydrofuran/methanol (14.7 mL/6.3 mL) was added 2 mol/L aqueous sodium hydroxide solution (3.71 mL) at room temperature, and this mixture was stirred at 60° C. for 2 hours. The reaction mixture was left to be cooled and concentrated under reduced pressure. The residue was suspended in water (30 mL) and the resulting mixture was acidified by the addition of 1 mol/L hydrochloric acid (7.8 mL). After stirring at room temperature for 1 hour, the precipitate was collected by filtration, washed with water, and then dried under reduced pressure. The suspension of the solid in ethanol was heated under reflux to give a solution. The solution was left to be cooled. The precipitate was collected by filtration and dried under reduced pressure to obtain the title compound (547 mg). 1H-NMR (DMSO-d6) δ ppm: 3.77 (3H, s), 4.37 (2H, s), 6.64 (1H, dd, J=2.3, 8.8 Hz), 6.85 (1H, d, J=2.3 Hz), 7.37 (1H, dd, J=1.5, 7.3 Hz), 7.42 (1H, d, J=8.8 Hz), 7.57 (1H, dd, J=1.3, 5.0 Hz), 7.67 (1H, dd, J=2.8, 5.0 Hz), 7.77-7.88 (2H, m), 8.09 (1H, dd, J=1.3, 2.8 Hz), 11.13 (1H, s), 12.60-13.70 (1H, br).

1. waitThe reaction mixture was left
2. temperatureto be cooled
3. concentrationconcentrated under reduced pressure
4. additionthe resulting mixture was acidified by the addition of 1 mol/L hydrochloric acid (7.8 mL)
5. stirringAfter stirring at room temperature for 1 hour
6. filtrationthe precipitate was collected by filtration
7. washwashed with water
8. customdried under reduced pressure
9. additionThe suspension of the solid in ethanol
10. temperaturewas heated
11. temperatureunder reflux
12. customto give a solution
13. waitThe solution was left
14. temperatureto be cooled
15. filtrationThe precipitate was collected by filtration
16. customdried under reduced pressure