Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method for sitafloxacin hydrate

A technology for sitafloxacin hydrate and compounds, which is applied in the field of preparation of sitafloxacin hydrate, can solve the problems of cumbersome operation, poor safety, and high cost, and achieve simplified process operation, reduced dosage, and simplified separation and purification operations Effect

Inactive Publication Date: 2015-11-18
SUZHOU SIXTH PHARMA PLANT OF JIANGSU WUZHONG PHARMA GROUP
View PDF4 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention solves the problems of cumbersome operation, poor safety, high cost and low yield in the preparation method of sitafloxacin hydrate in the prior art, and further provides a method with simple operation, no potential safety hazard and low cost The preparation method of sitafloxacin hydrate with high yield

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method for sitafloxacin hydrate
  • Preparation method for sitafloxacin hydrate
  • Preparation method for sitafloxacin hydrate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The preparation method of sitafloxacin hydrate described in the present embodiment comprises the following steps:

[0031] (1) Put 3.09g of compound II and 30.9mL of ethanol into a 50ml reaction flask, add 0.31g of 10% Pd / C and 1.93g of ammonium acetate under stirring, and reflux for 1 hour. After the reaction system is cooled, filter and wash with ethanol The filter cake was filtered three times, and the filtrate was collected and concentrated under reduced pressure to obtain 2.12 g of an off-white solid, namely compound III, with a yield of 97.7%;

[0032] (2) Under stirring, add 24.0mL of acetonitrile, 2.40g of compound IV, 1.89g of triethylamine and 2.10g of compound III to the 100mL reaction flask in sequence, and heat to reflux for reaction. After the reaction is completed, the reaction solution is cooled to room temperature , add 72.0mL of purified water to it, stir evenly, filter, the obtained filter cake is washed with water, and vacuum-dried at 40°C to obtain ...

Embodiment 2

[0042] The preparation method of sitafloxacin hydrate described in the present embodiment comprises the following steps:

[0043] (1) Put 3.09g of compound II and 30.9mL of methanol into a 50ml reaction flask, add 0.11g of 10% Pd / C and 4.81g of ammonium acetate under stirring, and react at 50°C. After the reaction is completed, cool and filter. The filter cake was washed three times with methanol, the filtrate was collected, and concentrated under reduced pressure to obtain 2.17 g of off-white solid, namely compound III, with a yield of 100%;

[0044] (2) Under stirring, add 24.0mL of acetonitrile, 2.83g of compound IV, 2.58g of N,N-diisopropylethylamine and 2.10g of compound III to a 100mL reaction flask in sequence, and react at 25°C. After the reaction is completed, , adding 96.0 mL of purified water to it, stirring evenly, filtering, washing the obtained filter cake with water, and drying in vacuum at 40°C to obtain 4.37 g of off-white solid, which is Compound V, with a yi...

Embodiment 3

[0048] The preparation method of sitafloxacin hydrate described in the present embodiment comprises the following steps:

[0049] (1) 3.09g of compound II and 30mL of isopropanol were dropped into a 50ml reaction flask, and 0.58g of 10% Pd / C and 1.89g of ammonium formate were added under stirring, and the reaction was carried out at 20°C. After the reaction was completed, filter and use The filter cake was washed three times with isopropanol, the filtrate was collected, and concentrated under reduced pressure to obtain 2.17 g of off-white solid, namely compound III, with a yield of 100%;

[0050] (2) Under stirring, add 24.0mL of acetonitrile, 1.42g of Compound IV, 2.04g of aqueous ammonia and 2.10g of Compound III with an ammonia content of 25wt% to a 100mL reaction flask, and react at 55°C. After the reaction is complete, cool , adding 24.0 mL of purified water to it, stirring evenly, filtering, washing the obtained filter cake with water, and drying in vacuum at 40°C to obt...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention provides a preparation method for sitafloxacin hydrate. The preparation method comprises: taking a compound II as a raw material, and orderly performing debenzylation, substitution, chlorination and tert-butoxycarbonyl removal to finally obtain the sitafloxacin hydrate. According to the preparation method provided by the present invention, hydrogen gas and an autoclave are avoided, thereby greatly simplifying process operation, and eliminating hidden danger at the same time. All process steps of the preparation method are quick in response, and have no side reactions, and separation and purification are convenient and quick, so that the preparation method disclosed by the present invention is not only high in yield, more importantly but also has advantages of environmentally friendliness, simple process and low cost, and can meet the demand of industrial mass production.

Description

technical field [0001] The invention relates to a preparation method of sitafloxacin hydrate, which belongs to the field of medicine and chemical industry. technical background [0002] Sitafioxacin (Sitafioxacin), its structure is shown in formula I, and its chemical name is: 7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro- 6-Fluoro-1-[(1R,2S)-cis-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, from Daiichi Pharmaceutical Sankyo Co., Ltd. A powerful broad-spectrum quinolone antibacterial drug was developed, which was first launched in Japan in 2008. Its sesquihydrate was clinically used to treat severe and refractory bacterial infections, recurrent infections and certain drug-resistant bacterial infections, making sitasalox Star is expected to become an important drug for the treatment of single or mixed bacterial infections of the respiratory tract, genitourinary tract, abdominal cavity and skin and soft tissues. [0003] [0004] At present, the...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D401/04
CPCC07D401/04
Inventor 陈言德徐凌燕袁卫东臧建英朱余苏陈东华高怡蓉吴子怡李喜峰顾静燕
Owner SUZHOU SIXTH PHARMA PLANT OF JIANGSU WUZHONG PHARMA GROUP
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com