January 7, 2013

CAS databases provide millions of journal article references from more than 10,000 major scientific journals worldwide, patent and patent family references from 63 patent authorities around the world, and other reputable web sources.  

The following patent record is from the CAplusSM database.

CAPLUS COPYRIGHT 2013 ACS

Patent Number: US 8299305
Title: Process for preparation of atomoxetine  
Inventor(s): Chen, Bo-Fong; Li, Yan-Wei; Yeh, Jinun-Ban; Wong, Wei-Chyun
Patent Assignee(s): SCI Pharmtech, Inc., Taiwan
Source: U.S. Pat. Appl. Publ., 6pp. CODEN: USXXCO
Language: English

Abstract:

This invention provides a process for the preparation of atomoxetine, which comprises Mannich reaction of acetophenone, formaldehyde, and methylhydroxylamines HNMe(OR) [wherein R is H, alkyl, or aryl] to give the corresponding amino ketones Ph(C=O)(CH2)2NMe(OR) [wherein R is the same as defined above], followed by enantioselective reduction to afford the intermediate (R)-PhCH(OH)(CH2)2NMe(OR) [wherein an absolute configuration of a chiral center is R], which undergoes reductive N,O-cleavage reaction and ether formation with 2-fluorotoluene. For example, Mannich reaction of N,O-dimethylhydroxylamine hydrochloride, paraformaldehyde, and acetophenone gave 3-(N-methoxy-N-methylamino)-1-phenyl-1-propanone hydrochloride salt in 87.6% yield, followed by RuCl2-((S)-DMSEGPHOS)((S)-DAIPEN)-catalyzed asym. hydrogenation to afford (R)-3-(N-methoxy-N-methylamino)-1-phenyl-1-propanol in 98.8% yield and 99% ee, which underwent Raney-nickel-catalyzed reductive N,O-cleavage reaction and etherification with 2-fluorotoluene. The present invention provides an improved and industrially advantageous method for preparing atomoxetine.

View the full-text patent here.

Note: Abstracts and Titles for patent records in CAplus are routinely enhanced to better describe the claimed invention. In this example, CAS enhanced the abstract using additional information found in the patent.

Recent News


    August 7, 2015 | CAS Announces the 2015 SciFinder
    Future Leaders in Chemistry and First-Ever Alumni
    Program
   
    August 3, 2015 | New STN Breaks Ground with
    Markush Structure Search and Enhanced Content
    for Intellectual Property Exploration and Research
   
    June 29, 2015 | CAS Assigns the 100 Millionth CAS
    Registry Number to a Substance Designed to
    Treat Acute Myeloid Leukemia
   
                                                                       More News >> 
 
 

Media Contact

 Name: Rhonda Ross
 Phone: 614-447-3624
 Email: cas-pr@cas.org