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

Abiraterone acetate preparation method

A compound and a selected technology, applied in the preparation of carboxylate, the preparation of carboxylate, the preparation of organic compounds, etc., can solve the problems of not easy to clean, not suitable for large-scale production, and easy to attach activated carbon particles to the wall of the reactor.

Pending Publication Date: 2018-03-27
CHIA TAI TIANQING PHARMA GRP CO LTD
View PDF8 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The palladium removal materials of the above-mentioned resins are expensive and not suitable for large-scale production, and the mercapto group is a toxic functional group; another method for removing palladium is activated carbon adsorption, which is cheap, but after removing palladium, the activated carbon particles are easy to adhere to the reactor wall. not easy to clean

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
  • Abiraterone acetate preparation method
  • Abiraterone acetate preparation method
  • Abiraterone acetate preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] The preparation of embodiment 1 Abiraterone acetate

[0084] (1) Preparation of 3β-acetoxy-deoxyandrost-5-ene-17-hydrazone

[0085]

[0086] Add anhydrous ethanol (200kg), dehydroepiandrosterone acetate (60kg, 181.6mol), 80% hydrazine hydrate (15.0L, 209.2mol) and sulfuric acid (1.8L, 32.6mol) in sequence in a 1000L enamel reaction kettle. React until clarification, continue to react for 1h. Dichloromethane (300kg) and purified water (300kg) were added to wash and separate layers, the organic phase was washed with water, dried over anhydrous sodium sulfate, filtered, the filtrate was concentrated to dryness under reduced pressure, tetrahydrofuran (200kg) was added, stirred and dissolved to obtain a light yellow solution, That is, the tetrahydrofuran solution of 3β-acetoxy-deoxyandrost-5-ene-17-hydrazone was directly used in the next reaction.

[0087] (2) Preparation of 17-iodoandrost-5,16-diene-3β-acetate

[0088]

[0089] Add tetrahydrofuran (300kg), iodine p...

Embodiment 2

[0099] The preparation of embodiment 2 Abiraterone acetate

[0100] (1) Preparation of 3β-acetoxy-deoxyandrost-5-ene-17-hydrazone

[0101]

[0102] Add absolute ethanol (10kg), dehydroepiandrosterone acetate (3kg, 9.09mol), 80% hydrazine hydrate (750ml, 10.5mol) and sulfuric acid (90ml, 1.63mol) successively in a 50L enamel reaction kettle, and react at room temperature to Clarify, continue to react for 1h. Dichloromethane (15kg) and purified water (15kg) were added to wash and separate the layers, the organic phase was washed with water, dried over anhydrous sodium sulfate, filtered, the filtrate was concentrated to dryness under reduced pressure, tetrahydrofuran (10kg) was added, stirred and dissolved to obtain a light yellow solution, That is, the tetrahydrofuran solution of 3β-acetoxy-deoxyandrost-5-ene-17-hydrazone was directly used in the next reaction.

[0103] (2) Preparation of 17-iodoandrost-5,16-diene-3β-acetate (formula IV-1)

[0104]

[0105] Add tetrahyd...

Embodiment 3

[0113] Example 3 0.22 μm membrane filtration to remove palladium

[0114] Add the crude abiraterone acetate (125g, palladium content: 53ppm), isopropanol (500ml) and activated carbon (3.0g) prepared in Example 2 to the 1L reaction bottle, and after refluxing to dissolve, pass through a 0.22 μm organic filter membrane Filter, replace the filtrate with a new filter membrane and filter twice, stir and crystallize at room temperature for 15 hours, filter, and blow dry at 80°C to obtain 95.0 g of abiraterone acetate as a white solid. HPLC purity: 99.8%, palladium content: 43ppm.

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
The inside diameter ofaaaaaaaaaa
Login to View More

Abstract

The invention discloses an abiraterone acetate preparation method, and particularly provides an abiraterone acetate preparation process. In the prior art, the preparation process comprises a palladiumcatalyzed coupling reaction, the palladium catalyzed reaction can cause the pollution on the reaction product, and palladium is difficultly separated from the target product. According to the presentinvention, palladium is removed with the substituted phosphine-containing compound so as to effectively control the palladium residue.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry and relates to a preparation method of abiraterone acetate, which can effectively control palladium residue. Background technique [0002] Abiraterone acetate, the chemical name is (3β)-17-(3-pyridyl)-androst-5,16-diene-3-acetate, the structural formula is as follows: [0003] [0004] In 2011, the FDA approved abiraterone acetate oral tablets to go on the market, with the trade name ZYTIGA. Abiraterone acetate is converted into abiraterone in the body. Abiraterone is an androgen synthesis inhibitor that can inhibit 17α-hydroxylase / C17,20-lyase (CYP17), which is expressed in testis, adrenal gland and prostate tumor tissue in the expression. Clinical treatment of metastatic castration-resistant prostate cancer in patients previously treated with docetaxel chemotherapy by the combination of abiraterone acetate and prednisone. [0005] U.S. Patent No. US5604213 discloses the preparation metho...

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): C07J43/00C07C51/41C07C53/10
CPCC07C51/412C07C53/10C07J43/003
Inventor 余孔强郭猛宋开镇宋永辉
Owner CHIA TAI TIANQING PHARMA GRP 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