反应详情

2-Chloro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride (8 g, 33.3 mmol) was charged to the reaction flask and methanol (74 ml), activated charcoal (0.36 g) and celite (0.46 g) were added. The reaction mixture was refluxed for 1 h, filtered, and the solid was washed with warm methanol. A half of the methanol was distilled out and water (40 ml) was added at 55° C. slowly. 50% NaOH solution (1.916 ml, 36.7 mmol) was added slowly, the mixture was stirred for 10 min and cooled to RT. MeOH was evaporated and residue cooled to RT. Water (49 ml) was added and the precipitate was filtered and washed with water and dried under vacuum overnight at 60° C. to obtain 6.21 g of the title compound. 1H-NMR (400 MHz, DMSO-d6): δ 6.99 (d, 1H), 7.86 (d, 1H), 7.96-8.01 (m, 2H), 8.24-8.16 (m, 1H).

1. additionwere added
2. temperatureThe reaction mixture was refluxed for 1 h
3. filtrationfiltered
4. washthe solid was washed with warm methanol
5. distillationA half of the methanol was distilled out and water (40 ml)
6. additionwas added at 55° C. slowly
7. customMeOH was evaporated
8. temperatureresidue cooled to RT
9. additionWater (49 ml) was added
10. filtrationthe precipitate was filtered
11. washwashed with water
12. customdried under vacuum overnight at 60° C.