{"title":"[BMIM]BF4-Mediated Multicomponent Synthesis of N-[(2-Hydroxynaphthalen-1-yl)(1H-pyrazol-5-yl)methyl]acetamides","authors":"Pullagura Siva Prakash, Vidavalur Siddhaiah, Arunkumar Thiriveedhi, A. Sajeli Begum, Lakshmi Soukya, Venkateswara Rao B, Akula Raghunadh, and Podugu Rajitha Lakshmi","doi":"10.1134/S1070428025020186","DOIUrl":null,"url":null,"abstract":"<p>Naphthalene-bridged pyrazole scaffolds are important as fundamental components in numerous pharmacologically active novel chemical entities. The present study focuses on the synthesis of derivatives of <i>N</i>-((2-hydroxynaphthalen-1-yl)(1<i>H</i>-pyrazol-5-yl)methyl)acetamides (<b>4</b>). This synthesis was achieved through a one-pot three-component reaction involving naphthalen-2-ol (<b>1</b>), 1<i>H</i>-pyrazole-5-carbaldehydes (<b>2</b>), and acetamides (<b>3</b>). The reaction was conducted using [BMIM][BF<sub>4</sub>] as a green reaction medium, producing good yields of the desired products. The compounds <b>4b</b>, <b>4c</b>, and <b>4d</b> showed similar amino acid interaction with Thr 179 and docking scores of –7.839, –8.021, and –8.446 with 5LYJ.pdb. The compound <b>4f</b> showed interaction with Tyr 281 and a docking score of –7.293 with 6WV3.pdb.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 2","pages":"330 - 337"},"PeriodicalIF":0.8000,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428025020186","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Naphthalene-bridged pyrazole scaffolds are important as fundamental components in numerous pharmacologically active novel chemical entities. The present study focuses on the synthesis of derivatives of N-((2-hydroxynaphthalen-1-yl)(1H-pyrazol-5-yl)methyl)acetamides (4). This synthesis was achieved through a one-pot three-component reaction involving naphthalen-2-ol (1), 1H-pyrazole-5-carbaldehydes (2), and acetamides (3). The reaction was conducted using [BMIM][BF4] as a green reaction medium, producing good yields of the desired products. The compounds 4b, 4c, and 4d showed similar amino acid interaction with Thr 179 and docking scores of –7.839, –8.021, and –8.446 with 5LYJ.pdb. The compound 4f showed interaction with Tyr 281 and a docking score of –7.293 with 6WV3.pdb.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.