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

Entironment-friendly preparation of sorafenib intermediate

An environmentally friendly and intermediate technology, applied in the field of preparation of sorafenib intermediates, can solve environmental pollution and other problems, and achieve the effect of no waste gas emission and easy purification

Active Publication Date: 2008-11-12
SHANGHAI HWASUN LIFE SCI
View PDF0 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0014] The technical problem to be solved by this invention is to provide new N-methyl-(4-chloro-2-pyridyl) formamide (structural formula as shown in formula II, referred to as Sorafenib intermediate herein) synthetic method, to solve Environmental pollution problems caused by existing processes

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
  • Entironment-friendly preparation of sorafenib intermediate
  • Entironment-friendly preparation of sorafenib intermediate
  • Entironment-friendly preparation of sorafenib intermediate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0028] The preparation of embodiment N-methyl-(4-chloro-2-pyridyl) formamide

[0029] 1. Dissolve 4-chloropyridine hydrochloride in an appropriate amount of formamide, and slowly add 1.5 equivalents of hydrogen peroxide and 1.5 equivalents of ferrous sulfate heptahydrate at 10-15°C [temperature range 0°C-100°C] (both added at the same time , independently). After the reaction, excess formamide was distilled off, the residue was extracted with chloroform, washed with water and concentrated to dryness to obtain 4-chloropyridine-2-carboxamide.

[0030] 2. Dissolve 1.0 mol of 4-chloropyridine-2-carboxamide in an appropriate amount of anhydrous methanol, slowly add 1.02 mol of concentrated sulfuric acid dropwise, heat up and reflux until all raw materials disappear [reaction temperature 20-80°C]. Part of the methanol was recovered, and the reaction liquid was slowly added dropwise to the aqueous sodium bicarbonate / ethyl acetate two-phase system (sodium bicarbonate 1.2 mol) under s...

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 pharmaceutical chemistry technical field, and in particular relates to a method for preparing a sorafenib intermediate. The invention discloses a method for preparing sorafenib intermediate N-methyl-(4-chlorine-2-pyridyl) formamide. The method is characterized in comprising three steps of amidation, esterification of methyl alcohol and ammonolysis of methylamine. The synthesis method provided by the invention has the advantages of easier product purification, no waste gas discharged in the production process, and being more environment-friendly, compared with the prior synthesis method of thionyl chloride.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a preparation method of a Sorafenib intermediate. Background technique [0002] Sorafenib (sorafenib), chemical name 4-{4-[3-(4-chloro-3-trifluoromethyl-phenyl)-ureide]-phenoxy}-pyridine-2-carboxylic acid Methylamine, the structural formula is shown in formula I. Sorafenib adopts a "multi-target" approach to attack tumor cells, and has effects on Raf-1 kinase, B-Raf, vascular endothelial growth factor receptor-2, platelet-derived growth factor receptor, Fms-like tyrosine kinase-3 ( Flt-3) and stem cell growth factor (c-KIT) both have inhibitory effects. On the one hand, it can reduce tumor cell proliferation through upstream inhibition of receptor tyrosine kinases KIT and FLT-3, and downstream inhibition of serine-threonine kinase in the RAF / MEK / ERK pathway; on the other hand, through upstream inhibition of receptor Tyrosine kinases VEGFR and PDGFR, and...

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): C07D213/81
Inventor 刘新科
Owner SHANGHAI HWASUN LIFE SCI
Features
  • Generate Ideas
  • 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