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

(S)-3-chloro-N, N-dimethyl-1-phenyl-1-propylamine and method for preparing dapoxetine by using same as intermediate

A technology of dapoxetine hydrochloride and dimethyl, applied in the field of treatment of male premature ejaculation

Inactive Publication Date: 2013-11-20
NANJING HERON PHARMA SCI & TECH CO LTD
View PDF5 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0024] Although the starting materials in the above preparation methods are different, there are problems such as harsh reaction conditions, low yield, difficult access to raw materials, and cumbersome reaction steps

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
  • (S)-3-chloro-N, N-dimethyl-1-phenyl-1-propylamine and method for preparing dapoxetine by using same as intermediate
  • (S)-3-chloro-N, N-dimethyl-1-phenyl-1-propylamine and method for preparing dapoxetine by using same as intermediate
  • (S)-3-chloro-N, N-dimethyl-1-phenyl-1-propylamine and method for preparing dapoxetine by using same as intermediate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0040] Below in conjunction with preferred embodiment, the present invention is further described, but the present invention is by no means limited to following embodiment.

[0041] The (R)-3-chloro-1-phenylpropanol used in the present invention was purchased from ***, and other raw materials were purchased from Sinopharm Group.

[0042] 1. Preparation of (S)-3-chloro-N,N-dimethyl-1-phenyl-1-propanamine (3)

[0043] (R)-3-chloro-1-phenylpropanol 3.07g (18.00mmol), dimethylaminopyridine 0.21g (1.75mmol), triethylamine 3.64g (36.00mmol), add 12ml tetrahydrofuran, stir to dissolve, in At 0°C, add dropwise a mixture of 4.12g (36.00mmol) of methanesulfonyl chloride and 3ml of tetrahydrofuran, the dropwise addition is completed within 10 minutes, and the reaction is 6hr; Remove the solvent under pressure, add an appropriate amount of water, adjust the pH to 12-13 with 20% sodium hydroxide solution, add ethyl acetate to extract 3 times, combine the organic layers, wash with water, w...

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 a dapoxetine intermediate (S)-3-chloro-N, N-dimethyl-1-phenyl-1-propylamine, and preparation of dapoxetine hydrochloride by using the intermediate through condensation and salification. The preparation of dapoxetine hydrochloride is shortened in reaction steps, reduced in cost, simple in operation and is applicable to industrial production.

Description

[0001] technical field [0002] The invention relates to a method for preparing dapoxetine, and its hydrochloride is clinically used. It is mainly used for the treatment of premature ejaculation in men. Background technique [0003] Dapoxetine, chemical name (+)-S-(N,N-dimethylamino)-3-(naphthyloxy-1-oxyl)-1-phenylpropane, structural formula is as follows: [0004] [0005] Its hydrochloride is a selective serotonin uptake inhibitor and an oral drug for the treatment of premature ejaculation in men. [0006] The preparation of dapoxetine mainly includes the following two types of methods. One type of method uses achiral starting materials to react, and finally uses the means of resolution to separate and obtain dapoxetine; the other type of method starts with chiral substances. The starting materials are subjected to multi-step reactions to obtain the final product. [0007] The method using achiral material as starting material is as follows: [0008] (1) EP288188 u...

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): C07C211/29C07C209/16C07C217/48C07C213/06
Inventor 万琴叶海曹卫魏丹柏丹丹
Owner NANJING HERON PHARMA SCI & TECH 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