A Simple Preparative Synthesis of Isomeric 2-Chloroquinolinecarboxylic Esters
| Autor: | Yurii V. Ishkov, Vira V. Veduta, Nadia F. Fedko, Natalia M. Bohdan |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2023 |
| Předmět: | |
| Zdroj: | Журнал органічної та фармацевтичної хімії, Vol 21, Iss 4, Pp 11-17 (2023) |
| Druh dokumentu: | article |
| ISSN: | 2308-8303 2518-1548 |
| DOI: | 10.24959/ophcj.23.298574 |
| Popis: | 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. |
| Databáze: | Directory of Open Access Journals |
| Externí odkaz: |
|