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

2-methoxy-5-(pyridine-2-yl)pyridine synthesis method

A methoxypyridine, methoxyl technology, applied in the field of medicinal chemistry, can solve the problem of high cost, achieve the effects of low cost, convenient large-scale production and simple operation

Inactive Publication Date: 2016-08-31
BEIJING VENTUREPHARM BIOTECH
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Patent CN104649963A discloses the synthesis method of perampanel intermediate 2-methoxy-5-(pyridin-2-yl)pyridine, using 5-bromo-2-methoxypyridine and bispinacol diboron in palladium catalysis Lower coupling, this method has adopted palladium as catalyst, the cost is higher

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
  • 2-methoxy-5-(pyridine-2-yl)pyridine synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0020] Add 1.57 gK2CO3 and 6.25 ml DMF to a 100ml three-necked flask equipped with a thermometer, a constant pressure dropping funnel, and magnetic stirring. Stir, add 1.41 ml 5-bromo-2-methoxypyridine slowly, and the addition is complete. Slowly add 2.07 g of nadiboron, stirring, and react for 2 hours. Add 1.7 g of 2-chloropyridine and stir to react for 3 hours, dilute with water, stir for 20 min, and separate; the aqueous phase is extracted with ethyl acetate, the organic phases are combined, washed twice with saturated brine, and concentrated under reduced pressure to obtain the middle of perampanel Body yellow oil, purity 83%, yield 85%.

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 medicinal chemistry and relates to a preparation technology of 2-methoxy-5-(pyridine-2-yl)pyridine as a perampanel intermediate. The preparation technology comprises that 5-bromo-2-methoxypyridine and bis(pinacolato)diboron undergo a reaction to produce 2-methoxypyridine-5-boronic acid pinacol ester and the 2-methoxypyridine-5-boronic acid pinacol ester and 2-halogenated pyridine undergo a reaction to produce 2-methoxy-5-(pyridine-2-yl)pyridine as a perampanel intermediate. The synthesis method solves the problem of a high catalyst cost, has the advantages of simple processes and low cost and is convenient for large scale production.

Description

Technical field [0001] The invention belongs to the field of medicinal chemistry, and mainly relates to a preparation process of 2-methoxy-5-(pyridin-2-yl)pyridine, an intermediate of perampanel. Background technique [0002] Perampanel, English name Perampanel, chemical name 3-(2-Cyanopheny1)-1-pheny1-5-(2-pyridy1)-1,2-dihydropyridin-2-one, is a product developed by Eisai Pharmaceuticals, USA This AMPA receptor antagonist is used as an adjuvant therapy for partial seizures in patients with epilepsy over 12 years old, regardless of whether the patient is accompanied by secondary general seizures. It was launched in the United States in October 2012 under the trade name Fycompa. [0003] Patent CN104649963A discloses the synthesis method of perampanel intermediate 2-methoxy-5-(pyridin-2-yl)pyridine, which uses 5-bromo-2-methoxypyridine and bispinacol diboron in palladium catalysis Under coupling, this method uses palladium as a catalyst, and the cost is relatively high. Summary o...

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): C07D213/64
CPCC07D213/64
Inventor 陈孟南赵国磊
Owner BEIJING VENTUREPHARM BIOTECH
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