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Synthesis 2023; 55(16): 2543-2546
DOI: 10.1055/a-2044-9772
paper
Special Issue Honoring Prof. Guoqiang Lin’s Contributions to Organic Chemistry

Hectogram-Scale Synthesis of Indobufen from Diludine-Triggered Metal-Free Cascade

Yueting Hua
a   Shenyang Pharmaceutical University, Shenyang 110016, P. R. of China
,
Bingxin Liu
a   Shenyang Pharmaceutical University, Shenyang 110016, P. R. of China
,
Jiaxuan Cai
a   Shenyang Pharmaceutical University, Shenyang 110016, P. R. of China
,
Tao Wang
b   Shanghai High Standard Pharm & Med Co., Ltd, Shanghai 200120, P. R. of China
,
Maosheng Cheng∗
a   Shenyang Pharmaceutical University, Shenyang 110016, P. R. of China
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Abstract

In this study, indobufen was successfully synthesized from diludine-triggered metal-free cascade in good yield. This process includes esterification, reduction, reductive amination/condensation cascade, hydrolysis, and recrystallization. Additionally, the post-treatment procedure was greatly simplified, and indobufen can be obtained by simple recrystallization that complies with the pharmacopoeia standards. Moreover, this work will be used as a basis for further research into the efficient production of indobufen on an industrial scale.

Key words

indobufen - anticoagulant - diludine - isoindolinone - hectogram-scale

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2044-9772.
  • Supporting Information


Publication History

Received: 05 January 2023

Accepted after revision: 23 February 2023

Accepted Manuscript online:
01 March 2023

Article published online:
19 April 2023

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