Простий препаративний синтез ізомерних 2-хлорхінолінкарбонових естерів
A simple two-stage method for the synthesis of isomeric esters of 2-chloroquinoline-5-, 6-, 7-carboxylic acids by successive oxidation and chlorination reactions of methyl quinoline-5-, 6-, 7-carboxylates has been developed. The target compounds have been obtained in acceptable yields using readily...
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| Date: | 2023 |
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| Main Authors: | , , , |
| Format: | Article |
| Language: | English |
| Published: |
National University of Pharmacy
2023
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| Subjects: | |
| Online Access: | https://ophcj.nuph.edu.ua/article/view/298574 |
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| Journal Title: | Journal of Organic and Pharmaceutical Chemistry |
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Journal of Organic and Pharmaceutical Chemistry| Summary: | A simple two-stage method for the synthesis of isomeric esters of 2-chloroquinoline-5-, 6-, 7-carboxylic acids by successive oxidation and chlorination reactions of methyl quinoline-5-, 6-, 7-carboxylates has been developed. The target compounds have been obtained in acceptable yields using readily available reagents, simple transformations, and purification methods. Quinoline-8-carboxylic acid ester is unreactive under these conditions. The ester of 2-chloroquinoline-8-carboxylic acid has been obtained with an overall yield of 55%, starting from 8-methylquinoline. The multi-stage process is paid off by the fact that several transformations occur in one reaction cycle. All the methods developed can be used for the synthesis of target compounds on a multigram scale. Intermediate 2(1H)-oxoquinoline carboxylates are promising compounds in the synthesis of functionalized and condensed heterocycles. |
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