US 2007/0299261 A1 · Method For Enantioselective Preparation Of Sulphoxide Derivatives

Abstract

The present invention concerns enantioselective preparation of sulphoxide derivatives or their salts. The method consist in performing an enantioselective oxidation of a sulphur of general formula (I) A-CH2—SB, wherein: A is a diversely substituted pyridinyl ring and B is a heterocyclic radical comprising an imidazo-pyridinyl ring, using an oxidizing agent in the presence of a titanium (IV)-based catalyst and a chiral ligand consisting of a cyclic beta or gamma-amino-alcohol, in an organic solvent, followed, if required, by salt formation with a base. The invention is useful for preparing sulphoxides useful in therapeutics.

Claims22

Dependent claims

Method for the enantioselective preparation of sulfoxide derivatives or of their salts, represented by the following formula:

A-CH2—SO—B (Ia)
in which A is a pyridinyl nucleus diversely substituted and B a heterocyclic residue comprising an imidazo-pyridinyl nucleus,
wherein an enantioselective oxidation of a sulphide of the following general formula (I) is performed
A-CH2—S—B (I)
in which A and B have the above-mentioned meanings,
using an oxidizing agent in the presence of a titanium(IV)-based catalyst and a chiral ligand comprising a cyclic beta- or gamma-amino-alcohol, in an organic solvent, followed as necessary by a salification by a base.

3 more elements

Dependencies are inferred from the claim text.

Facts

Application

11/663,647Filed 5 Oct 2005

Priority

FR 04104835 Oct 2004

Published

27 Dec 2007

Term ends

Not estimatedThe source records don’t support an estimate.

Classification10 codes

C07D 471/04
In which the condensed system contains two hetero rings: ortho-condensed systems
A61P 1/04
Drugs for disorders of the alimentary tract or the digestive system: for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of…
A61P 1/14
Drugs for disorders of the alimentary tract or the digestive system: prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics,…
A61P 43/00
Drugs for specific purposes, not provided for in groups a61p1/00-a61p41/00

Method For Enantioselective Preparation Of Sulphoxide Derivatives

Life of this patent

Method For Enantioselective Preparation Of Sulphoxide Derivatives

Life of this patent

Abstract

Claims22