化工设计通讯2024,Vol.50Issue(1) :117-119.

一锅法制备1-吡啶基-3-哌啶-4-甲酸的合成研究

A Convenient One-Pot Preparation of 1-Pyridyl-3-Piperidine-4-Carboxylic Acid

陈艳君 杨伟群 董海仟
化工设计通讯2024,Vol.50Issue(1) :117-119.

一锅法制备1-吡啶基-3-哌啶-4-甲酸的合成研究

A Convenient One-Pot Preparation of 1-Pyridyl-3-Piperidine-4-Carboxylic Acid

陈艳君 1杨伟群 1董海仟2
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作者信息

  • 1. 宁波职业技术学院 乙烯工程副产物高质化利用浙江省应用技术协同创新中心,浙江宁波 315800;化学工程学院,浙江宁波 315800
  • 2. 化学工程学院,浙江宁波 315800
  • 折叠

摘要

N杂环类分子是一类重要的医药切块分子,多用作多肽类医药分子的合成原料中间体.报道了一种N杂环类分子1-吡啶基-3-哌啶-4-甲酸新的合成方法.高压反应釜 依次加入3-溴吡啶、4-哌啶甲酸乙酯、碳酸钾、N-甲基吡咯烷酮,反应釜密封好,升温至180℃,压力保持0.5MPa,液质监测反应,反应72 h,原料反应完毕.将反应体系冷却至室温后抽滤,滤饼用甲醇打浆后再次抽滤,将滤液浓缩后再甲醇重结晶得黄色粉末,产率最高可达46%.该合成方法,碱性高压条件,一锅法得到目标化合物,极大地降低了工业成本,且后处理方法简单且收率高,具有工业化生产前景.

Abstract

N-heterocyclic molecules are an important class of pharmaceutical block molecules,often used as intermediates for the synthesis of peptide pharmaceutical molecules.This article reports a new synthesis method for N-heterocyclic molecule 1-pyridyl-3-piperidin-4-carboxylic acid.3-Bromopyridine,4-piperidine ethyl formate,potassium carbonate,and N-methylpyrrolidone were added to the high-pressure reactor in sequence.The solution was kepted at 180 oC and 0.5 MPa for 72 hours,which was monitored by LC-MS.After the reaction finished,cooled the reaction system to room temperature,the filter cake was beaten with methanol and filtered again.The filtrate was concentrated and then recrystallized with methanol to obtain a yellow powder with a yield of 46%.This synthesis method,under alkaline high-pressure conditions,yields the target compound through one-pot reaction,greatly reducing industrial costs.The one-pot reaction is simple and has a high yield,and has industrial production prospects.

关键词

3-溴吡啶/4-哌啶甲酸乙酯/碳酸钾/N-甲基吡咯烷酮/甲醇

Key words

3-bromopyridine/ethyl 4-piperidinecarboxylate/potassium carbonate/N-methylpyrrolidone/methanol

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基金项目

2022年度浙江省公益技术应用研究项目(LGN22C140010)

出版年

2024
化工设计通讯
湖南化工医药设计院

化工设计通讯

影响因子:0.126
ISSN:1003-6490
参考文献量8
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