Aniline → 5-(2-cyano-phenoxy)-2-pyridin-2-yl-6-(6-ethanesulfonyl-pyridin-3-yloxy)-1H-benzimidazole

참여 물질

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반응 단계

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.

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