反应详情

2-Amino-5-piperidin-1-yl-benzoic acid ethyl ester (compound A) (1.6 g) synthesized by the above process was dissolved in anhydrous methylene chloride (20 ml). Pyridine (1.0 ml) and 3-(chloromethyl)benzoyl chloride (compound B) (1.2 ml) were added dropwise to the solution at 0° C., and the mixture was then stirred at room temperature for one hr. After the completion of the reaction, the reaction solution was concentrated under the reduced pressure. Distilled water was added to the residue, and the mixture was subjected to separatory extraction with ethyl acetate. The organic layer was dried over sodium sulfate and was then concentrated under the reduced pressure. The residue was purified by column chromatography eluted with a chloroform-methanol system to give 2-(3-chloromethyl-benzoylamino)-5-piperidin-1-yl-benzoic acid ethyl ester as a useful intermediate (1.7 g, yield 63%).

1. customAfter the completion of the reaction
2. concentrationthe reaction solution was concentrated under the reduced pressure
3. additionDistilled water was added to the residue
4. extractionthe mixture was subjected to separatory extraction with ethyl acetate
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationwas then concentrated under the reduced pressure
7. customThe residue was purified by column chromatography
8. washeluted with a chloroform-methanol system