You're using a free limited version of DrugPatentWatch: Upgrade for Complete Access

Last Updated: December 22, 2024

Claims for Patent: RE29668


✉ Email this page to a colleague

« Back to Dashboard


Summary for Patent: RE29668
Title: Glycineamides
Abstract:A process for the synthesis of N-aryl-3,4-dihydro-2-alkyl-4-oxo-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides by treatment of N-aryl-N'-alkyl-N'-(2'-alkoxycarbonylbenzenesulfonyl)glycineamides, useful intermediates for said process, with an alkali or alkaline earth metal hydride in a reaction-inert solvent at 50.degree.-150.degree. C., said products being antiinflammatory agents. .Iadd.
Inventor(s): Lombardino; Joseph G. (Niantic, CT)
Assignee: Pfizer Inc. (New York, NY)
Application Number:05/780,312
Patent Claims: 1. A process for the preparation of a compound of the formula: ##STR10## wherein R.sub.1 is selected from the group consisting of phenyl; monosubstituted phenyl wherein said substituent is selected from the group consisting of fluoro, chloro, methyl and methoxy; 2-thiazolyl; 4,5-dimethyl-2-thiazolyl; 2-pyridyl; 6-methyl-2-pyridyl, and 5-methyl-3-isoxazolyl;

R.sub.2 is alkyl containing from 1 to 3 carbon atoms; and

X is

substituent selected from the group consisting of hydrogen, methyl, methoxy, fluoro, chloro and bromo, which comprises contacting a compound of the formula: ##STR11## wherein R.sub.3 is alkyl containing from 1 to 3 carbon atoms, with a metal hydride selected from the group consisting of alkali and alkaline earth metal hydrides, in a reaction-inert solvent at 50.degree.-150.degree.

C..]. .[.2. The process of claim 1 wherein the metal hydride is sodium hydride..]. .[.3. The process of claim 2 wherein the solvent is tetrahydrofuran..]. .[.4. The process of claim 3 wherein X is hydrogen, and R.sub.2 and R.sub.3 are each methyl..]. .[.5. The process of claim 4 wherein R.sub.1 is phenyl..]. .[.6. The process of claim 4 wherein R.sub.1 is 2-thiazolyl..]. .[.7. The process of claim 4 wherein R.sub.1 is 6-methyl-2-pyridyl..]. .[.8. The process of claim 4 wherein R.sub.1 is 2-pyridyl..]. .Iadd. 9. A compound of the formula

and the dihydrobromide salts thereof wherein R.sub.1 is selected from the group consisting of phenyl; monosubstituted phenyl wherein said substituent is selected from the group consisting of fluoro, chloro, methyl and methoxy; 2-thiazolyl; 4,5-dimethyl-2-thiazolyl; 2-pyridyl; 6-methyl-2-pyridyl, and 5-methyl-3-isoxazolyl and R.sub.2 is alkyl having from 1 to 3 carbon atoms. .Iaddend..Iadd. 10. The compound according to claim 9, wherein R.sub.1 is 2-thiazolyl and R.sub.2 is methyl. .Iaddend.

Make Better Decisions: Try a trial or see plans & pricing

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 verification 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.