反应详情

温度

90 °C

60 mg of 2-hydroxy-benzonitrile and 70 mg of potassium carbonate were added to an N-methylpyrrolidinone (3 ml) solution of 150 mg of 5-fluoro-4-(6-ethanesulfonyl-pyridin-3-yloxy)-2-nitro-phenylamine, and the reaction liquid was stirred at 90° C. for 5 hours. Water was added to the reaction liquid, and the deposit was taken out through filtration to obtain a crude product. 10 mg of developed Raney nickel and 0.12 ml of hydrazine monohydrate were added to a methanol (5 ml) solution of the resulting crude product, and the reaction liquid was stirred for 1 hour. The catalyst was removed through filtration, and the solvent was evaporated away under reduced pressure to obtain 160 mg of a crude product. 0.20 ml of 1 M methanol solution of aniline and pyridine-2-carboxaldehyde (1/1) was added to a methanol (3 ml) solution of 35 mg of the resulting crude product, and the reaction liquid was stirred overnight at 80° C. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=15/1) to obtain the entitled compound as a yellow solid.

1. customthe reaction liquid
2. filtrationthe deposit was taken out through filtration
3. customto obtain a crude product
4. customthe reaction liquid
5. stirringwas stirred for 1 hour
6. customThe catalyst was removed through filtration
7. customthe solvent was evaporated away under reduced pressure
8. customto obtain 160 mg of a crude product
9. customthe reaction liquid
10. stirringwas stirred overnight at 80° C
11. customThe solvent was evaporated away under reduced pressure
12. customthe resulting residue was purified
13. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=15/1)