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

Preparation method of important intermediate of roxadustat

A technology for roxadustat and intermediates, which is applied in the field of preparation of important roxadustat intermediates, can solve the problems of difficulty in popularizing and producing large quantities of roxadustat raw materials, high requirements on site and safety, and the like

Active Publication Date: 2021-03-05
西藏嘉信景天药业有限公司 +2
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Compound 3e is an important intermediate for the preparation of roxadustat, but the reaction described in the prior art uses palladium carbon and hydrogen high-pressure reaction, and sometimes heating is required. The high temperature and high pressure conditions are harsh, and there are high requirements for site and safety. Difficult to promote for the production of large quantities of raw materials for roxadustat

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 of important intermediate of roxadustat
  • Preparation method of important intermediate of roxadustat
  • Preparation method of important intermediate of roxadustat

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Take raw material 3c (1 g, 2.7 mmol), add 5 ml of ethyl acetate, 5 ml of methanol, add palladium carbon (0.6 g), add ammonium formate (4 g, 63.4 mmol), formic acid (5 g, 0.109 mol), heat at 60 ° C for reaction 6 hours, TLC detected that the reaction of the raw materials was complete, cooled to room temperature, filtered through celite, washed with ethyl acetate, collected the filtrate and concentrated to dryness under reduced pressure, slurried with methanol, suction filtered, and dried to obtain the final product 3e 0.78g, yield: 93 %.

Embodiment 2

[0033] Take raw material 3c (1 g, 2.7 mmol), add tetrahydrofuran (20 mL), add palladium carbon (0.02 g), add ammonium formate (4 g, 63.4 mmol), heat at 60 ° C for 52 hours, TLC detects that the raw material has reacted completely, and cooled to At room temperature, it was filtered through a pad of celite, washed with ethyl acetate, the filtrate was collected and concentrated to dryness under reduced pressure, slurried with methanol, suction filtered, and dried to obtain 0.74 g of the final product 3e, yield: 88%.

Embodiment 3

[0035] Get raw material 3c (1g, 2.7mmol), add acetic acid 10ml, add palladium carbon (1.0g), add ammonium formate (0.85g, 13.5mmol), heat 100 ℃ of reaction for 6 hours, TLC detects the raw material reaction is complete, cool down to room temperature, It was filtered through a pad of celite, washed with ethyl acetate, the filtrate was collected and concentrated to dryness under reduced pressure, slurried with methanol, suction filtered, and dried to obtain 0.78 g of the final product 3e, yield: 93%.

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 belongs to the field of preparation of drug intermediates, and relates to a preparation method of an important intermediate 3e of roxadustat. According to the method, 3c is used as an initial raw material and reacts with a hydrogen-donating compound and palladium carbon or raney nickel in a solvent to prepare 3e, and the hydrogen-donating compound is selected from one or more of formate, formic acid, triethyl silicon hydrogen and the like; and the molar ratio of the hydrogen-donating compound to the 3c raw material is 1-100, preferably 5-50, and more preferably 10-30. The reaction conditions of the method are mild; high temperature and high pressure are not needed, the reaction can be carried out under normal pressure. The method is suitable for industrial amplification, andthe yield of the method is equivalent to that of a contrast patent of which the number is CN103435546B.

Description

technical field [0001] The invention belongs to the field of preparation of pharmaceutical intermediates, in particular to a preparation method of an important intermediate of roxadustat. Background technique [0002] Roxadustat, trade name: Aridro, is the world's first small molecule hypoxia-inducible factor prolyl hydroxylase (HIF-PH) inhibitor developed by FibroGen (Chinese name Fibrogen). Erythropoiesis, regulation of iron metabolism, reduction of hepcidin in the treatment of renal anemia, on December 17, 2018, the drug was first launched in the world through the priority review and approval process in China. It is a class 1 innovative drug. The drug is currently available in the United States and Japan None of them have been listed yet. Its chemical name is N-[(4-hydroxy-1-methyl-7-phenoxy-3-isoquinolinyl)carbonyl]glycine, and its chemical structure is as follows: [0003] [0004] Example 3 of paragraph [0633] of the CN103435546B specification discloses a method fo...

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): C07D217/26
CPCC07D217/26
Inventor 赵俊孙敏贾剑敏蔡开明孙焕亮解杰
Owner 西藏嘉信景天药业有限公司
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