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Vol. 26 No. 24 (2014)

Copyright (c) 2014 Xian-Hua Pan1, Shu-Pei Bai1, Kuan-Wei Li2, Xiao-Hu Tao2, Yi Zhang1, Yu-Chen Zhang1, Rui-Min Zhang1, Feng Liu1

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis of Three Fluoroquinolone Compounds

https://doi.org/10.14233/ajchem.2014.18405
Xian-Hua Pan1
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Shu-Pei Bai1
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Kuan-Wei Li2
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Xiao-Hu Tao2
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Yi Zhang1
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Yu-Chen Zhang1
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Rui-Min Zhang1
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn
Feng Liu1
1Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P.R. China 2Zhejiang Haisen Pharmaceutical Co., Ltd., Liushi St., Dongyang, Zhejiang 322104, P.R. China *Corresponding author: Fax: +86 21 60873134; Tel: +86 21 60873006; E-mail: liufeng@sit.edu.cn

Corresponding Author(s) : Xian-Hua Pan1

Asian Journal of Chemistry, Vol. 26 No. 24 (2014)

Abstract

Three fluoroquinolone derivatives were respectively synthesized by hydrolysis reactions of (S)-9-fluoro-10-cyano-3-methyl-2,3-dihydro-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6- carboxylic acid ethyl ester (compound 2), using different hydrolysis conditions: LiOH, KOH and NaOH. Compound 2 was synthesized by a nucleophilic substitution reaction from (S)-9,10- difluoro-3-methyl-2,3-dihydro-7-oxo-7H-pyridine[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid ethyl ester (compound 1), using solid sodium cyanide as the source of cyano group. The structures of these three fluoroquinolone compounds have been identified in appropriate methods.

Keywords

Pazufloxacin Quinolone Nucleophilic reaction Hydrolysis.
Pan1, X.-H., Bai1, S.-P., Li2, K.-W., Tao2, X.-H., Zhang1, Y., Zhang1, Y.-C., … Liu1, F. (2014). Synthesis of Three Fluoroquinolone Compounds. Asian Journal of Chemistry, 26(24), 8586–8588. https://doi.org/10.14233/ajchem.2014.18405
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