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Synthesis of optically pure compounds useful as GARFT inhibitors and their intermediates

Patent 5981748 Issued on November 9, 1999. Estimated Expiration Date: Icon_subject July 2, 2018. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

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Inventors

Application

No. 109056 filed on 07/02/1998

US Classes:

544/48, Three or more ring hetero atoms in the bicyclo ring system549/70, Having -C(=X)-, wherein X is chalcogen, bonded directly to the hetero ring549/71, The -C(=X)- is part of a -C(=X)X- group, wherein the X's are the same or diverse chalcogens549/72Nitrogen or chalcogen attached indirectly to the hetero ring by nonionic bonding

Examiners

Primary: Lambkin, Deborah C.

Attorney, Agent or Firm

Foreign Patent References

  • 2678377 EP. 05/04/1988
  • 325343 EP. 07/04/1989
  • 341837 EP. 11/04/1989
  • 438261 EP. 07/04/1991
  • 593286 EP. 04/04/1994
  • WO 86/05181 WO. 09/04/1986
  • WO 92/05153 WO. 04/04/1992
  • WO 94/13295 WO. 06/04/1994
  • WO 94/17076 WO. 08/04/1994
  • WO 96/03407 WO. 02/04/1996
  • WO 96/03406 WO. 02/04/1996

International Classes

C07D 513/00
C07D 333/22
C07D 333/38

Abstract

The invention relates to methods of making compounds of the formula VII ##STR1## and their enantiomers, where Ar is a substituted or unsubstituted five- or six-membered aromatic group and B is either an amino acid linked through the amino portion to form an amide or a C1 -C6 alcohol linked through the alcohol portion to form an ester. These compounds are advantageously employed as intermediates to prepare optically pure compounds that are active GARFT inhibitors. In one method, a compound of the formula ##STR2## is reacted with a compound of the formula ##STR3## where X is a halogen.

Other References

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