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

Preparation method of important intermediate of Silodosin

A technology of sirodosin and intermediates, which is applied in the field of preparation of important intermediates of sirodosin and achieves the effects of high reaction yield, easy product and simple operation

Inactive Publication Date: 2014-06-11
STONE LAKE PHARMA TECH
View PDF4 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0017] In summary, there are many preparation methods for silodosin compounds, and the synthetic methods are also continuously improved, but there are still many defects.

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 Silodosin
  • Preparation method of important intermediate of Silodosin
  • Preparation method of important intermediate of Silodosin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0031] A preparation method of sirodosin important intermediate, comprising the following steps:

[0032] Step 1) In a flask, add 282g raw material 1-acetyl-5-(2-bromopropyl)indoline, 222g phthalimide potassium salt and 700mL DMF, heat at 110°C for 2h; After the completion, add an appropriate amount of water to it, wash off the excess solvent DMF and salt, and then extract and desolventize with EA to obtain 296g of crude product;

[0033] Step 2) In the flask, add 296g of the crude product obtained in step 1, dissolve it with 800mL of ethanol, add 165mL of hydrazine hydrate, and heat at 50°C until a white solid precipitates; Pressure precipitation; after dissolving with EA, wash off excess hydrazine with water, and finally remove the solvent from the organic phase to obtain 165 g of intermediate, namely 1-acetyl-5-(2-aminopropyl) indoline;

[0034] Step 3) In a three-necked flask, add 165g of the intermediate 1-acetyl-5-(2-aminopropyl)indoline, dissolve it in 600mL of met...

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 an important intermediate of Silodosin. The method comprises the following steps: carrying out a Gabriel primary amine synthesis reaction of raw materials comprising 1-acetyl-5-(2-bromopropyl)indoline and phthalimide potassium to obtain an intermediate 1-acetyl-5-(2-aminopropyl)indoline, brominating, and cyanating to obtain a product 1-acetyl-5-(2-bromopropyl)-7-cyanindoline, that is the important intermediate of Silodosin. The preparation method has the advantages of simple operation, high reaction yield, easy product separation and the like, and is suitable for industrialized production.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a method for preparing an important intermediate of sirodosin. Background technique [0002] Silodosin (Silodosin) was invented by Japan's Orange Pharmaceutical Company α1 - Receptor antagonists for the treatment of benign prostatic hyperplasia or hypertrophy and other related symptoms. Clinical trials have shown that 25% of patients with benign prostatic hyperplasia need medical or surgical treatment. Although the effect of prostatectomy is better and the mortality rate is not high, it brings different degrees of damage to patients. Therefore, looking for an effective and safe non-surgical treatment method can not only control the further development of the disease, but also relieve the patient's symptoms. [0003] The incidence of benign prostatic hyperplasia is high in elderly male patients, and there are few drugs available for clinical selection. Therefore, the developm...

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): C07D209/08
CPCC07D209/08
Inventor 吕少波
Owner STONE LAKE PHARMA TECH
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