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

Compound A2, preparation method thereof and application of compound A2 as pranoprofen impurity

A compound and quality technology, applied in organic chemistry and other directions, can solve problems such as difficult quality of pranoprofen, and achieve the effect of high purity, high application value and high quality

Inactive Publication Date: 2021-08-10
SHANDONG RUIAN PHARMA CO LTD
View PDF1 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The research of pranoprofen impurity can be used for the impurity qualitative and quantitative analysis in the preparation of pranoprofen, thereby can improve the quality standard of pranoprofen, and provide important guiding significance for safe drug use; And pranoprofen city There are fewer sales impurities, and journal impurities have fewer reports on the preparation methods of this type of material, which has great difficulties for further improving the quality of pranoprofen

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
  • Compound A2, preparation method thereof and application of compound A2 as pranoprofen impurity
  • Compound A2, preparation method thereof and application of compound A2 as pranoprofen impurity
  • Compound A2, preparation method thereof and application of compound A2 as pranoprofen impurity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A preparation method of compound A2, the reaction equation is as follows:

[0030]

[0031] Specific steps include:

[0032] (1) Add 30mL carbon tetrachloride, 0.1g azobisisobutyronitrile, 2.11g compound B in sequence in the reactor, add dropwise the solution formed by 1.6g bromine and 10mL carbon tetrachloride;

[0033] (2) After the reaction is over, wash the reaction solution successively with 20 mL of 10% sodium bisulfite aqueous solution and 20 mL of distilled water, separate the sodium bisulfite aqueous layer, and concentrate the solvent carbon tetrachloride to dryness to obtain a concentrate D;

[0034] (3) Add 20 mL of distilled water and 1 mL of 10% sodium hydroxide solution to the concentrate D obtained in step (2), stir overnight, extract the water layer with 10 mL of ether three times, combine the extracts, and concentrate the ether to dryness below 10°C. , to obtain concentrate E;

[0035] (4) Purify with a silica gel column with a diameter of 1 cm an...

Embodiment 2

[0038] A preparation method of compound A2, the reaction equation is as follows:

[0039]

[0040] Specific steps include:

[0041] (1) Add 30 mL of carbon tetrachloride, 0.076 g of azobisisobutyronitrile, 1.6 g of compound B in sequence in the reactor, and add dropwise the solution formed by 1.0 g of bromine and 10 mL of carbon tetrachloride;

[0042] (2) After the reaction is over, wash the reaction solution successively with 20 mL of 10% sodium bisulfite aqueous solution and 20 mL of distilled water, separate the sodium bisulfite aqueous layer, and concentrate the solvent carbon tetrachloride to dryness to obtain a concentrate D;

[0043] (3) Add 20 mL of distilled water and 0.8 mL of 5% sodium hydroxide solution to the concentrate D obtained in step (2), stir overnight, extract the water layer three times with 10 mL of ether, combine the extracts, and concentrate the ether below 10°C to dry to obtain concentrate E;

[0044] (4) Purify with a silica gel column with a ...

Embodiment 3

[0047] A preparation method of compound A2, the reaction equation is as follows:

[0048]

[0049] Specific steps include:

[0050] (1) Add 30mL carbon tetrachloride, 0.11g azobisisobutyronitrile, 2.4g compound B in sequence in the reactor, add dropwise the solution formed by 2.0g bromine and 10mL carbon tetrachloride;

[0051] (2) After the reaction is over, wash the reaction solution successively with 20 mL of 10% sodium bisulfite aqueous solution and 20 mL of distilled water, separate the sodium bisulfite aqueous layer, and concentrate the solvent carbon tetrachloride to dryness to obtain a concentrate D;

[0052] (3) Add 20mL of distilled water and 1.1mL of 1.1mL sodium hydroxide solution with a mass fraction of 15% to the concentrate D obtained in step (2), stir overnight, extract the water layer with 10mL ether for three times, combine the extracts, and concentrate the ether below 10°C to dry to obtain concentrate E;

[0053] (4) Purify with a silica gel column wit...

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 invention discloses a compound A2, a preparation method thereof and an application of the compound A2 as a pranoprofen impurity. The method comprises the steps: dropwise adding a solution formed by bromine and carbon tetrachloride into the compound B in a solvent carbon tetrachloride and an initiator, and then adding a sodium hydroxide solution to obtain a compound A2. The prepared compound A2 is high in purity after being subjected to structure confirmation and HPLC analysis, is applied to quality research of pranoprofen bulk drugs as a pranoprofen impurity, and provides important guiding significance for safe medication.

Description

[0001] field of invention [0002] The invention belongs to the field of chemical preparation, and in particular relates to a compound A2, a preparation method thereof and an application as a pranoprofen impurity. Background technique [0003] Pranoprofen, CAS No.: 52549-17-4, chemical name is 2-(5H-[1]benzopyran[2,3-b]pyridin-7-yl)propionic acid, has significant analgesic effect , anti-inflammatory, antipyretic and anti-rheumatic effects. [0004] Many carbon ion reactions and rearrangements are involved in the existing synthetic routes, resulting in many impurities and disordered impurity distribution. The research of pranoprofen impurity can be used for the impurity qualitative and quantitative analysis in the preparation of pranoprofen, thereby can improve the quality standard of pranoprofen, and provide important guiding significance for safe drug use; And pranoprofen city Sell ​​impurity is less, periodical impurity is less for the report of the preparation method of t...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/00
CPCC07D491/052
Inventor 任霞李家园李倩倩刘宗银
Owner SHANDONG RUIAN PHARMA CO LTD
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