.

Pharmaceutical Business Intelligence

  • Anticipate P&T budget requirements
  • Evaluate market entry opportunities
  • Find generic sources and suppliers
  • Predict branded drug patent expiration

► Plans and Pricing

Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

DrugPatentWatch Database Preview

Details for Patent: 6,858,740

« Back to Dashboard

Details for Patent: 6,858,740

Title: 2-oxo-1-pyrrolidine derivatives, process for preparing them and their uses
Abstract:The invention concerns 2-oxo-1-pyrrolidine derivatives and a process for preparing them and their uses. The invention also concerns a process for preparing .alpha.-ethyl-2-oxo-1-pyrrolidine acetamide derivatives from unsaturated 2-oxo-1-pyrrolidine derivatives. Particularly the invention concerns novel intermediates and their use in methods for the preparation of S-.alpha.-ethyl-2-oxo-1-pyrrolidine acetamide.
Inventor(s): Surtees; John (Watermael-Boisfort, BE), Marmon; Violeta (Oxfordshire, GB), Differding; Edmond (Ottignies-Louvain-la-Neuve, BE), Zimmermann; Vincent (Lausanne, CH)
Assignee: UCB Farchim S.A. (Bulle, CH)
Filing Date:Jul 01, 2003
Application Number:10/609,544
Claims:1. Process for preparing a compound of formula (B) ##STR20## wherein X is --CONR.sup.5 R.sup.6 or --COOR.sup.7 or --CO--R.sup.8 or CN; R.sup.1 is hydrogen or alkyl, aryl, heterocycloalkyl, heteroaryl, halogen, hydroxy, amino, nitro, or cyano; R.sup.2, R.sup.4 are the same or different and each is independently hydrogen or halogen, hydroxy, amino, nitro, cyano, acyl, acyloxy, sulfonyl, sulfinyl, alkylamino, carboxy, ester, ether, amido, sulfonic acid, sulfonamide, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, alkylsulfinyl, arylsulfinyl, alkylthio, arylthio, alkyl,alkoxy, oxyester, oxyamido, aryl, arylamino, aryloxy, heterocycloalkyl, heteroaryl, or vinyl; R.sup.3 is hydrogen, halogen, hydroxy, amino, nitro, cyano, acyl, acyloxy, sulfonyl, sulfinyl, alkylamino, carboxy, ester, ether, amido, sulfonic acid, sulfonamide, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, alkylsulfinyl, arylsulfinyl, alkylthio, arylthio, alkyl, alkoxy, oxyester, oxyamido, aryl, arylamino, aryloxy, heterocycloalkyl, heteroaryl, (C2-C5)alkenyl, (C2-C5)alkynyl, azido, or phenylsulfonyloxy; R.sup.5, R.sup.6, R.sup.7 are the same or different and each is independently hydrogen, hydroxy, alkyl, aryl, heterocycloalkyl, heteroaryl, alkoxy, or aryloxy; and R.sup.8 is hydrogen, hydroxy, thiol, halogen, alkyl, aryl, heterocycloalkyl, heteroaryl, alkylthio, or arylthio; each alkenyl, alkynyl, and azido may independently be optionally substituted by one or more halogen, cyano, thiocyano, azido, alkylthio, cyclopropyl, acyl, or phenyl; which comprises reacting a compound of general formula (A), wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and X have the same meanings defined above, according to the following Scheme (6): ##STR21##

2. Process according to claim 1, which comprises catalytic hydrogenation of (A).

3. Process according to claim 1, wherein the compound of formula (A) is subjected to asymmetric hydrogenation using a chiral catalyst.

4. Process according to any one of claims 1 to 3, wherein R.sup.3 is (C1-C5)alkyl, (C2-C5)alkenyl, (C2-C5)alkynyl, cyclopropyl, azido, phenyl, phenylsulfonyl, phenylsulfonyloxy, tetrazole, thiazole, thienyl, furyl, pyrrole or pyridine; each alkyl, alkenyl, alkynyl, cyclopropyl, and azido may optionally be substituted by one or more halogen, cyano, thiocyano, azido, alkylthio, cyclopropyl, acyl, or phenyl; and any phenyl moiety may be substituted by one or more halogen, alkyl, haloalkyl, alkoxy, nitro, amino, or phenyl.

5. Process according to claim 1, wherein R.sup.1 is methyl, R.sup.2 and R.sup.4 are H, R.sup.3 is hydrogen, alkyl or haloalkenyl and X is --CONH.sub.2 or --COOMe or --COOEt or --COOH.

6. Process according to claim 5, wherein R.sup.3 is hydrogen, propyl or difluorovinyl.

7. Process according to claim 1, wherein the compound of formula (A) is a Z isomer or an E isomer.
« Back to Dashboard

For more information try a trial or see the database preview and plans and pricing

How are People Using DrugPatentWatch?

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

`abc