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

Method for preparing netupitant

A netupitant and compound technology, applied in the field of preparation of netupitant, can solve the problems of high toxicity and complex operation, and achieve the effects of less environmental pollution, simple post-treatment, and improved reaction yield

Inactive Publication Date: 2018-02-16
YANGTZE RIVER PHARM GRP SICHUAN HAIRONG PHARM CO LTD +1
View PDF5 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This process is highly toxic and complicated to operate

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
  • Method for preparing netupitant
  • Method for preparing netupitant
  • Method for preparing netupitant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1 The preparation method of netupitant of the present invention

[0048] 1. Preparation of Compound II

[0049]Add 2-chloro-5-aminopyridine (compound Ⅰ) (45.0g, 350mmol) to formic acid (75mL, 1980mmol), stir and react at reflux for 2h, evaporate the formic acid under reduced pressure, and add 300ml of saturated sodium bicarbonate solution to the residue , and then extracted twice each time with ethyl acetate 600ml, combined the organic layers, dried with anhydrous sodium sulfate, filtered, and spin-dried to obtain oily compound II (52.1g, 95%).

[0050] 2. Preparation of Compound III

[0051] Compound II (52.0g, 332mmol) was dissolved in THF (300ml), lithium tetrahydrogen aluminum (25.2g, 664mmol) was slowly added in batches at room temperature, stirred for 6h, and sodium sulfate decahydrate was added to the reaction solution until the precipitation was complete After filtration, the filtrate was concentrated to dryness to obtain oily compound III (41.0 g, ...

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 method for preparing netupitant, and belongs to the field of medicine compounds. The method includes the steps: performing condensation on 2-chloro-5-aminopyridine and formicacid; performing reduction, Boc protection and iodination; performing coupling and deprotection and then performing condensation on products and 2-(3, 5-bis-trifluoromethyl-phenyl)-2-methyl propionicacid; performing substitution on products and N-methylpiperazine to obtain the netupitant. The method has the advantages that the steps of processes for preparing the netupitant have fewer side effects, the method is high in yield and less in environmental pollution, after-treatment is simple, and the netupitant which is a product prepared by the aid of the method is high in purity and low in individual impurity content.

Description

technical field [0001] The invention belongs to the field of medical compounds, and in particular relates to a preparation method of netupitant. Background technique [0002] Netupitant chemical name: 2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethyl-N-[4-(2-methylphenyl)-6- (4-methylpiperazine)-1-yl)pyridin-3-yl]propionamide, the chemical structure is as follows: [0003] [0004] Netupitant is generally used to prevent nausea and vomiting during both the acute and delayed phases following initiation of cancer chemotherapy. [0005] At present, in the synthesis method of netupitant, methyl iodide is usually used as a methylating agent to introduce a methyl group on the amide nitrogen. For example, the synthetic route disclosed in the patent US8426450 includes the following steps: [0006] [0007] The above reaction is prone to produce dimethylated by-products, which reduces the reaction yield, and the post-treatment purification is also difficult. [0008] In US2013...

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): C07D213/75
CPCC07D213/75
Inventor 王强曹康平谢义鹏谷鑫周芯宇何晓
Owner YANGTZE RIVER PHARM GRP SICHUAN HAIRONG PHARM 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