Patent · US Expired

Process for the synthesis of 3-cyano-6-alkoxy-7-nitro-4-quinolones

US6933388B2 · kind B2 · utility

1Cited by

1References

34Claims

0Family size

Assignee

Wyeth, LLC · US

Inventors

Scott Duncan · Bedford, US
Miguel Pagan · Port Jervis, US
Middleton B. Floyd, Jr. · Suffern, US

Key dates

Filing date	Apr 7, 2004
Grant date	Aug 23, 2005
Priority date	—
Expiry date	Jun 13, 2024

Classification

Technology area (CPC A)Human Necessities
CPC primaryA61P35/00
WIPO fieldOrganic fine chemistry
WIPO sectorChemistry

Abstract

There is provided a process for the preparation of 3-cyano-6-alkoxy-7-nitro-4-quinolone intermediates useful for the preparation of protein tyrosine kinase (PTK) inhibitors which are useful in the treatment of cancer of the formula: wherein R is alkyl(C1-C3) prepared by reacting a substituted anthranilate with N,N-dimethylformamide dimethyacetal to obtain a N,N-dimethylamidine which is condensed with t-butylcyanoacetate to obtain a N-(2-cyano-2-t-butoxycarbonylvinyl)anthranilate, which is hydrolyzed to yield a N-(2-cyano-2-carboxyvinyl)anthranilate followed by decarboxylating to obtain a N-(2-cyano-2-carboxyvinyl)anthranilate followed by cyclizing to obtain a 3-cyano-6-alkoxy-7-nitro-4-quinolone.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.