反应 #41578

反应方程式

aniline

pyridine-2-carboxaldehyde

4-(2-chlorophenoxy)-5-(6-methanesulfonyl-pyridin-3-yloxy)-benzene-1,2-diamine

→

compound

5-(2-chloro-phenoxy)-2-pyridin-2-yl-6-(6-methanesulfonyl-pyridin-3-yloxy)-1H-benzimidazole

溶剂

methanol

methanol

反应条件

后处理

1. 1
   其他obtained in (step 1)
2. 2
   其他the reaction liquid
3. 3
   其他The solvent was evaporated away under reduced pressure
4. 4
   其他the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]
5. 5
   workup.ADDITIONThe solvent of the resulting fraction was diluted with ethyl acetate
6. 6
   洗涤washed with aqueous saturated sodium bicarbonate
7. 7
   干燥dried with anhydrous sodium sulfate
8. 8
   其他The solvent was evaporated away under reduced pressure

实验过程

0.26 ml of 1 M methanol solution of aniline and pyridine-2-carboxaldehyde (1/1) was added to a methanol (1 ml) solution of 35 mg of 4-(2-chlorophenoxy)-5-(6-methanesulfonyl-pyridin-3-yloxy)-benzene-1,2-diamine obtained in (step 1), and the reaction liquid was stirred overnight at 60° C. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. The solvent of the resulting fraction was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate, and then dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a pale yellow solid.

来源