文献类型：期刊文献

中文题名：3'-氨基-2'-羟基联苯-3-羧酸的合成

英文题名：Synthesis of 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid

作者：李亚男[1];潘鹤林[1];禹艳坤[2];龙中柱[2];蔡水洪[2]

机构：[1]华东理工大学化工学院,上海200237;[2]上海东岳生物化工有限公司,上海200237

年份：2016

卷号：47

期号：10

起止页码：1242

中文期刊名：中国医药工业杂志

外文期刊名：Chinese Journal of Pharmaceuticals

收录：CSTPCD;;北大核心:【北大核心2014】；CSCD:【CSCD2015_2016】；

语种：中文

中文关键词：3'-氨基-2'-羟基联苯-3-羧酸;Suzuki偶联;艾曲波帕

外文关键词：3＇-amino-2＇-hydroxy-[ 1, 1＇-biphenyl]-3-carboxylic acid; Suzuki coupling; eltrombopag

摘要：2-溴-6-硝基苯酚经雷尼镍/氢气还原得2-氨基-6-溴苯酚,经1,1'-羰基二咪唑成环得7-溴-1,3-苯并噁唑-2(3H)-酮,经Suzuki偶联得3-(2-氧代-2,3-二氢苯并[d]噁唑-7-基)苯甲酸,经氢氧化钠溶液水解得艾曲波帕中间体3'-氨基-2'-羟基联苯-3-羧酸,总收率约69%。该新工艺路线短,成本低,具有很好的工业应用前景。
2-Amino-6-bromophenol was prepared by reduction of 2-bromo-6-nitrophenol with Raney nickel and hydrogen, then it was cyclized with di（1H-imidazol-1-yl）methanone to give 7-bromo-1,3-benzoxazol-2（3H）-one, the latter was converted to 3-（2-oxo-2,3-dihydrobenzo[d]oxazol-7-yl）benzoic acid via a Suzuki coupling reaction, after hydrolyzation with aqueous of sodium hydroxide, 3＇-amino-2＇-hydroxy-3-carboxylic acid, the key intermediate of eltrombopag was obtained with an overall yield of about 69%. This novel process has the advantages of short synthetic rout and lower cost with good potential for industrial application.