[1]张曙光,王义成,冯成亮,等.2-氨基喹啉衍生物的合成及抗肿瘤药物VU-WS113的制备[J].东南大学学报(自然科学版),2014,44(1):129-132.[doi:10.3969/j.issn.1001-0505.2014.01.023]
 Zhang Shuguang,Wang Yicheng,Feng Chengliang,et al.Synthesis of 2-aminoquinoline derivatives and antitumor drug VU-WS113[J].Journal of Southeast University (Natural Science Edition),2014,44(1):129-132.[doi:10.3969/j.issn.1001-0505.2014.01.023]
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2-氨基喹啉衍生物的合成及抗肿瘤药物VU-WS113的制备()
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《东南大学学报(自然科学版)》[ISSN:1001-0505/CN:32-1178/N]

卷:
44
期数:
2014年第1期
页码:
129-132
栏目:
化学化工
出版日期:
2014-01-18

文章信息/Info

Title:
Synthesis of 2-aminoquinoline derivatives and antitumor drug VU-WS113
作者:
张曙光王义成冯成亮杨婷婷吉民
东南大学化学化工学院, 南京211189; 东南大学苏州市生物医用材料与技术重点实验室, 苏州215123
Author(s):
Zhang Shuguang Wang Yicheng Feng Chengliang Yang Tingting Ji Min
School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China
Suzhou Key Laboratory of Biomedical Materials and Technology, Southeast University, Suzhou 215123, China
关键词:
2-氨基喹啉 抗肿瘤 合成
Keywords:
2-aminoquinoline antitumor synthesis
分类号:
O626
DOI:
10.3969/j.issn.1001-0505.2014.01.023
摘要:
为了找到适合大规模生产2-氨基喹啉类化合物的合成方法,以对硝基苄溴和相应的仲胺为原料,经过取代、还原、酰胺化、关环、溴代、叠氮化、还原等反应制备了5个2-氨基喹啉类化合物,并以IR,1HNMR,13CNMR和MS对所制备的化合物结构进行了表征.以6-(吗啉甲基)-2-氨基喹啉和2,5-二甲基-1-苯基-1H-吡咯-3-羧酸为原料,合成了抗肿瘤药物VU-WS113.分别考察了加料顺序、催化剂、反应时间等多个因素对反应的影响.实验结果表明,该方法具有操作简单、反应条件温和以及产率较高等特点,具有大规模制备的前景.
Abstract:
In order to find the synthesis method for the large-scale production of 2-aminoquinoline compounds, 4-Nitrobenzylbromide and the corresponding secondary amine were used as the starting compounds. After substitution, reduction, amidation, cyclization, bromination, azidation, and reduction, five target compounds were synthesized. The structures of the synthetic compounds were characterized by IR(infrared spectroscopy), 1HNMR, 13CNMR(nuclear magnetic resonance)and MS(mass spectrometry). The antitumor compound VU-WS113 was synthesized by 6-(morpholinomethyl)quinolin-2-amine and 2,5-dimethyl-1-phenyl-1H-pyrrole-3-carboxylic acid. The effects of addition sequence, catalyst, reaction time and other factors on the reaction were investigated. The experimental results show that this process provides an easy, mild and high yield route, with the prospect of large-scale preparation.

参考文献/References:

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备注/Memo

备注/Memo:
收稿日期: 2013-06-20.
作者简介: 张曙光(1982—), 男,博士生;吉民(联系人),女,博士,教授,博士生导师,jimin@seu.edu.cn.
基金项目: 国家重点基础研究发展计划(973计划)资助项目(2011CB933503).
引用本文: 张曙光,王义成,冯成亮,等.2-氨基喹啉衍生物的合成及抗肿瘤药物VU-WS113的制备[J].东南大学学报:自然科学版,2014,44(1):129-132. [doi:10.3969/j.issn.1001-0505.2014.01.023]
更新日期/Last Update: 2014-01-20