Check patentability & draft patents in minutes with Patsnap Eureka AI!

Enzalutamide purification method

A kind of technology of enzalutamide and purification method, applied in the direction of organic chemistry, etc., can solve the problems of difficult purification, difficult to remove, etc.

Active Publication Date: 2016-11-23
CHIA TAI TIANQING PHARMA GRP CO LTD
View PDF6 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] CN103910679A discloses a preparation method of enzalutamide, the final purification adopts isopropanol to separate out, the HPLC purity reported in the literature is 99.50%, and the problem about impurities is not mentioned
[0006] The impurity contained in enzalutamide is mainly oxo-enzalutamide (formula II). Because the structure of this impurity is similar to that of enzalutamide, it is difficult to purify and it is difficult to remove this impurity by conventional methods. Therefore, a simple and easy-to-operate method is needed. Method for purifying enzalutamide, to meet the needs of industrialized production, the invention provides such a method

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
  • Enzalutamide purification method
  • Enzalutamide purification method
  • Enzalutamide purification method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1 Enzalutamide is purified by a mixed solvent of n-butanol and cyclohexane

[0028] Add 200 g of enzalutamide crude product (HPLC purity 99.38%) and 3,000 ml of n-butanol into a three-necked flask, stir, under nitrogen protection, heat to reflux, add 2,000 ml of cyclohexane after dissolving, slowly drop to room temperature, stir and crystallize for 3 hours, After filtration, the filter cake was vacuum-dried at 55±3° C. for 6 hours to obtain a purified product of enzalutamide, 153.5 g of a white solid, with a purity of 99.76% (HPLC area normalization method).

Embodiment 2

[0029] Embodiment 2 Enzalutamide is purified through isopropanol

[0030] Add 80 g of crude enzalutamide (HPLC purity 99.37%) and 1600 ml of isopropanol into a three-necked flask, stir, under nitrogen protection, heat to reflux, stop heating after dissolving, slowly cool down to room temperature, stir and crystallize for 3 hours. After filtration, the filter cake was vacuum-dried at 55±3° C. for 12 hours to obtain 72.0 g of a white solid with a purity of 99.41% (HPLC area normalization method).

Embodiment 3-15

[0031] Embodiment 3-15 Enzalutamide is purified by other solvents

[0032] Referring to the method of Example 2, isopropanol was replaced by other solvents for purification to obtain Examples 3-15, and the results of Examples 1-15 are summarized in Table 1.

[0033] Table 1 Enzalutamide purification results

[0034]

[0035]

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

PropertyMeasurementUnit
wavelengthaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the field of medicine and chemical industry, and in particular relates to a method for purifying enzalutamide. After the enzalutamide is purified by a mixed solvent composed of n-butanol and cyclohexane, the impurity of the oxo-enzalutamide is significantly reduced, thereby significantly improving the purity. The purification method of the present invention is simple and easy to operate, and is especially suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of medicine and chemical industry, and in particular relates to a method for purifying enzalutamide. Background technique [0002] Enzalutamide (enzalutamide, formula I), chemical name 4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo- 2-thio-1-imidazolidinyl]-2-fluoro-N-methyl-benzamide is a new type of oral androgen receptor inhibitor, which was launched in the United States in September 2012 for the treatment of metastatic against prostate cancer. [0003] [0004] Example 56 of WO2006124118 discloses the preparation method of enzalutamide for the first time, which is finally passed through SiO 2 Purification by column chromatography (dichloromethane:acetone, 95:5) gave enzalutamide as colorless crystals in a yield of only 25%, and the purity was not mentioned. [0005] CN103910679A discloses a preparation method of enzalutamide. The final purification is separated by isopropanol. The HPLC purity re...

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): C07D233/86
Inventor 丰巍伟彭岩刘飞张喜全顾红梅张洪英
Owner CHIA TAI TIANQING PHARMA GRP CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com