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

Synthesis method of drug intermediate oxazolidinedione compound

A technology of oxazolidinedione and synthetic method, which is applied in the direction of organic chemistry, can solve the problems that cannot be well utilized, the methods are reported, and the environment, and achieve the effect of broad application prospects and industrialization potential

Inactive Publication Date: 2015-06-03
北京民康百草医药科技有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As a common greenhouse gas, carbon dioxide is often not well utilized and causes serious environmental problems
[0009] However, for the synthetic method of oxazolidinedione compounds, there are no more methods to be reported

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
  • Synthesis method of drug intermediate oxazolidinedione compound
  • Synthesis method of drug intermediate oxazolidinedione compound
  • Synthesis method of drug intermediate oxazolidinedione compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039]

[0040] Add 100mmol formula (II) compound, 150mmol formula (III) compound and 200mmol formula (IV) compound, carbon dioxide gas Purge several times until it becomes a carbon dioxide atmosphere; add 3mm ol PdCl under stirring 2(dppe), 200mmol DABCO and 5mmol additives (a mixture of 2mmol 2-fluorophenylboronic acid pinacol ester and 3mmol CTAB); continue to feed carbon dioxide gas into the reaction system, and raise the temperature to 60°C, at this temperature The reaction was stirred for 9 hours.

[0041] After the reaction, cool down to room temperature naturally, then add a sufficient amount of saturated aqueous sodium bicarbonate solution to the reaction system, fully oscillate, mix, stand and separate the layers, separate the organic phase, wash with water again, and separate the organic phase again Dry with anhydrous sodium sulfate, filter, remove the solvent under reduced pressure, and recrystallize the residue with isopropanol to obtain the target compound of...

Embodiment 2

[0045]

[0046] Add 100mmol formula (II) compound, 165mmol formula (III) compound and 250mmol formula (IV) compound, carbon dioxide gas Purge several times until it becomes a carbon dioxide atmosphere; add 5mmol PdCl under stirring 2 (dppe), 250mmol DABCO and 7mmol additives (a mixture of 3mmol 2-fluorophenylboronic acid pinacol ester and 4mmol CTAB); continue to feed carbon dioxide gas into the reaction system, and raise the temperature to 70°C, at this temperature The reaction was stirred for 8 hours.

[0047] After the reaction, cool down to room temperature naturally, then add a sufficient amount of saturated aqueous sodium bicarbonate solution to the reaction system, fully oscillate, mix, stand and separate the layers, separate the organic phase, wash with water again, and separate the organic phase again Dry with anhydrous sodium sulfate, filter, remove the solvent under reduced pressure, and recrystallize the residue with isopropanol to obtain the target compound of...

Embodiment 3

[0051]

[0052] Add 100mmol formula (II) compound, 180mmol formula (III) compound and 225mmol formula (IV) compound, carbon dioxide gas Purge several times until it becomes a carbon dioxide atmosphere; add 6mm ol PdCl under stirring 2 (dppe), 300mmol DABCO and 8mmol additives (a mixture of 3.6mmol 2-fluorophenylboronic acid pinacol ester and 4.4mmol CTAB); continue to feed carbon dioxide gas into the reaction system, and raise the temperature to 90°C. The reaction was stirred at temperature for 6 hours.

[0053] After the reaction, cool down to room temperature naturally, then add a sufficient amount of saturated aqueous sodium bicarbonate solution to the reaction system, fully oscillate, mix, stand and separate the layers, separate the organic phase, wash with water again, and separate the organic phase again Dry with anhydrous sodium sulfate, filter, remove the solvent under reduced pressure, and recrystallize the residue with isopropanol to obtain the target compound of...

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 provides a synthesis method of an oxazolidinedione compound represented by formula (I) shown in the specification. The method comprises steps as follows: a compound represented by formula (II) shown in the specification, a compound represented by formula (III) shown in the specification and a compound represented by formula (IV) shown in the specification have a reaction in a solvent in the carbon dioxide atmosphere in the presence of a catalyst, a base and an aid, so that the oxazolidinedione compound represented by formula (I) is obtained; R1 and R2 are H, C1-C6 alkyl groups, C1-C6 alkoxy groups or halogens respectively and independently. According to the method, the good technical effect is realized through combination and cooperation of proper catalyst, base, aid and solvent systems, and the method has very broad market application prospect in the field of drug intermediate synthesis.

Description

technical field [0001] The invention relates to a method for synthesizing heterocyclic compounds, more specifically to a method for synthesizing oxazolidinedione compounds, and belongs to the fields of organic synthesis and pharmaceutical intermediate synthesis. Background technique [0002] In the field of organic chemistry and pharmaceutical technology, oxazolidinedione compounds have extensive and diverse biological activities, which exist in the matrix of many pharmaceutical compounds, thus endowing them with a variety of different pharmaceutical activities, and further making the compounds It can be used as a therapeutic agent for various diseases. For example, it can be used as a building block for the following drugs: [0003] [0004] It can be seen that the development of new and effective preparation methods for oxazolidinedione compounds will surely promote the rapid development of the field of synthesis of drugs and their intermediates, which is of great sign...

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): C07D263/44
CPCC07D263/44
Inventor 翟晓慧
Owner 北京民康百草医药科技有限公司
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