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

Preparation method of vilazodone hydrochloride

A technology of vilazodone hydrochloride and formyl nitrile, which is applied in the field of drug synthesis, can solve the problems of high preparation cost, and achieve the effects of stable product quality, shortened reaction steps, and low price

Inactive Publication Date: 2016-07-27
SHANDONG FANGMING PHARMACEUTICAL CO LTD
View PDF9 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method adopts expensive metal palladium complex catalyst and tri-tert-butyl phosphorus ligand, not only the preparation cost is high, but also the preparation method of intermediate 3-(4-piperazine butyl) indole-5-carbonitrile is in this There is no report in the patent

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 vilazodone hydrochloride
  • Preparation method of vilazodone hydrochloride
  • Preparation method of vilazodone hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Embodiment 1: the synthesis of vilazodone hydrochloride

[0050] 3-(4-Chlorobutyryl)-1H-indole-5-carbonitrile (VIII) (95g, 0.41mol, 1.0eq), 5-(piperazin-1-yl)benzofuran-2-carboxamide (II) (100g, 0.41mol.1.0eq), KI (6.8g, 0.041mol, 0.1eq), TEA (226ml, 4.0eq) and DMF (1L) were added to a 2L three-necked flask, and vacuum degassed under stirring 2min, nitrogen replacement, so 3 times. The reaction solution was stirred at room temperature for 1 hour, then heated to an internal temperature of 85-90°C, and reacted for 48 hours. The remaining material VIII) was monitored by HPLC to be less than 3%, and the heating was stopped and cooled to room temperature. 1.1 L of water was added dropwise to the reaction liquid until the white solid was completely precipitated, which took about 5 hours, filtered, and the filter cake was beaten with 2 L of water for 1 hour, filtered, and vacuum-dried to obtain 168 g of crude product. 168g of the crude product was added to 3L of absolute eth...

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 preparation method of vilazodone hydrochloride and especially relates to a method for preparing vilazodone hydrochloride from 3-(4-chlorobutyryl)-1H-indole-5-carbonitrile and 5-(piperazin-1-yl)benzofuran-2-carboxamide as initial raw materials. The preparation method comprises that through one-step two-intermediate coupling reaction, the final product is prepared from the initial raw materials and through catalytic hydrogenation and salt formation, vilazodone hydrochloride is prepared, wherein two intermediates are prepared through two parallel synthesis routes. The vilazodone hydrochloride has stable quality, high purity, total impurity content less than 0.3%, single impurity content less than 0.1% and a yield of 85-90%. The preparation method has less reaction processes, can be operated simply, has mild reaction conditions and is convenient for industrial production.

Description

technical field [0001] The present invention relates to a preparation method of vilazodone hydrochloride, especially 3-(4-chlorobutyryl)-1H-indole-5-carbonitrile and 5-(piperazin-1-yl)benzofuran The invention discloses a method for synthesizing vilazodone hydrochloride with 2-carboxamide as a starting material, which belongs to the technical field of drug synthesis. Background technique [0002] Depression is a common psychiatric disorder, the pathogenesis of which is still unclear. In the Chinese population, the lifetime incidence rate is between 2-5%. More than 300,000 people in China commit suicide every year, most of which are related to depression. With the development of social economy and the increase of people's life and work pressure, depression will affect the lives of Chinese people more seriously. The new antidepressant drug developed by ClinicalData, vilazodone hydrochloride, compared with the existing clinical antidepressant drugs, has the characteristics of ...

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): C07D405/12
Inventor 王飞龙范兴山段义杰刘存领
Owner SHANDONG FANGMING PHARMACEUTICAL 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