由5-氨基- 1h -吡唑-4-碳酰胺合成6-(氯甲基)吡唑[3,4-d]嘧啶

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC
Kancharla Niteesh, Cheng-Yen Chung, Chun-Han Cha, Wei-Zheng Zeng, Naoto Uramaru, Ichiro Arai, Pei-Jane Huang, Prof. Fung Fuh Wong
{"title":"由5-氨基- 1h -吡唑-4-碳酰胺合成6-(氯甲基)吡唑[3,4-d]嘧啶","authors":"Kancharla Niteesh,&nbsp;Cheng-Yen Chung,&nbsp;Chun-Han Cha,&nbsp;Wei-Zheng Zeng,&nbsp;Naoto Uramaru,&nbsp;Ichiro Arai,&nbsp;Pei-Jane Huang,&nbsp;Prof. Fung Fuh Wong","doi":"10.1002/ajoc.202500556","DOIUrl":null,"url":null,"abstract":"<p>A facile cascade method was developed for synthesis of 6-(halomethyl)pyrazolo[3,4-<i>d</i>]pyrimidines from 5-amino-1<i>H</i>-pyrazole-4-carbaldehydes via amidation and sequential heterocyclization in two steps. This synthetic method allowed to prepare 1,3-disubstituted 6-(halomethyl)pyrazolo[3,4-<i>d</i>]pyrimidines by using series of 5-amino-1<i>H</i>-pyrazole-4-carbaldehydes as the starting materials in presence of the commercially available safety agents, including 2-haloacetyl chloride, trimethylamine, and ammonium hydroxide.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 9","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Facile Cascade Synthesis of 6-(Chloromethyl)pyrazolo[3,4-d]pyrimidines from 5-Amino-1H-pyrazole-4-carbaldehydes\",\"authors\":\"Kancharla Niteesh,&nbsp;Cheng-Yen Chung,&nbsp;Chun-Han Cha,&nbsp;Wei-Zheng Zeng,&nbsp;Naoto Uramaru,&nbsp;Ichiro Arai,&nbsp;Pei-Jane Huang,&nbsp;Prof. Fung Fuh Wong\",\"doi\":\"10.1002/ajoc.202500556\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A facile cascade method was developed for synthesis of 6-(halomethyl)pyrazolo[3,4-<i>d</i>]pyrimidines from 5-amino-1<i>H</i>-pyrazole-4-carbaldehydes via amidation and sequential heterocyclization in two steps. This synthetic method allowed to prepare 1,3-disubstituted 6-(halomethyl)pyrazolo[3,4-<i>d</i>]pyrimidines by using series of 5-amino-1<i>H</i>-pyrazole-4-carbaldehydes as the starting materials in presence of the commercially available safety agents, including 2-haloacetyl chloride, trimethylamine, and ammonium hydroxide.</p>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 9\",\"pages\":\"\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://aces.onlinelibrary.wiley.com/doi/10.1002/ajoc.202500556\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://aces.onlinelibrary.wiley.com/doi/10.1002/ajoc.202500556","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

建立了以5-氨基- 1h -吡唑-4-乙醛为原料,经酰胺化和序杂环化两步合成6-(卤代甲基)吡唑[3,4-d]嘧啶的简易级联法。该合成方法以5-氨基- 1h -吡唑-4-乙醛为原料,在2-卤代乙酰氯、三甲胺、氢氧化铵等市售安全剂的存在下,制备了1,3-二取代6-(卤代甲基)吡唑[3,4-d]嘧啶。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Facile Cascade Synthesis of 6-(Chloromethyl)pyrazolo[3,4-d]pyrimidines from 5-Amino-1H-pyrazole-4-carbaldehydes

Facile Cascade Synthesis of 6-(Chloromethyl)pyrazolo[3,4-d]pyrimidines from 5-Amino-1H-pyrazole-4-carbaldehydes

Facile Cascade Synthesis of 6-(Chloromethyl)pyrazolo[3,4-d]pyrimidines from 5-Amino-1H-pyrazole-4-carbaldehydes

Facile Cascade Synthesis of 6-(Chloromethyl)pyrazolo[3,4-d]pyrimidines from 5-Amino-1H-pyrazole-4-carbaldehydes

A facile cascade method was developed for synthesis of 6-(halomethyl)pyrazolo[3,4-d]pyrimidines from 5-amino-1H-pyrazole-4-carbaldehydes via amidation and sequential heterocyclization in two steps. This synthetic method allowed to prepare 1,3-disubstituted 6-(halomethyl)pyrazolo[3,4-d]pyrimidines by using series of 5-amino-1H-pyrazole-4-carbaldehydes as the starting materials in presence of the commercially available safety agents, including 2-haloacetyl chloride, trimethylamine, and ammonium hydroxide.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信