A New and Improved Process for N-(4-Chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide

doi:10.1021/op300260m

	A New and Improved Process for N-(4-Chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide
	Mao, Yongjun 2; Liu, Zheng 1; Yang, Xiaojun 1; Xia, Xiangfei 1; Zhang, Rongxia2 ; Li, Jianfeng2 ; Jiang, Xiangrui2 ; Xie, Kai 1; Zheng, Jin 1; Zhang, Hui 1
刊名	ORGANIC PROCESS RESEARCH & DEVELOPMENT
	2012-12
卷号	16 期号:12 页码:1970-1973
ISSN号	1083-6160
DOI	10.1021/op300260m
文献子类	Article
英文摘要	A new and improved synthetic route to N-(4-chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide (1) is described on a kilogram scale. The key step is the basic cyclization of o-[(2-cyanovinyl)amino]benzoate (14) in (BuONa)-Bu-t/(BuOH)-Bu-t system to give the 3-cyano-4-hydroxyquinoline (7). The final product 1 is obtained with 49% overall yield (seven steps) and 98.9% purity (HPLC), which makes it a cost-effective and commercially friendly process for scale-up operations.
资助项目	National Science and Technology Major Project[2012ZX09301001-001]
WOS关键词	KINASE-ACTIVITY ; INHIBITORS ; OPTIMIZATION ; ENAMINONES ; DISCOVERY ; AGENTS ; HER-2 ; EGFR
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000313147900012
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/277858]
专题	药物化学研究室
通讯作者	Shen, Jingshan
作者单位	1.Topharman Shanghai Co Ltd, Shanghai 201209, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China;
推荐引用方式 GB/T 7714	Mao, Yongjun,Liu, Zheng,Yang, Xiaojun,et al. A New and Improved Process for N-(4-Chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide[J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT,2012,16(12):1970-1973.
APA	Mao, Yongjun.,Liu, Zheng.,Yang, Xiaojun.,Xia, Xiangfei.,Zhang, Rongxia.,...&Shen, Jingshan.(2012).A New and Improved Process for N-(4-Chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide.ORGANIC PROCESS RESEARCH & DEVELOPMENT,16(12),1970-1973.
MLA	Mao, Yongjun,et al."A New and Improved Process for N-(4-Chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide".ORGANIC PROCESS RESEARCH & DEVELOPMENT 16.12(2012):1970-1973.