The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jun. 03, 2008

Filed:

Sep. 29, 2005
Applicants:

Albert J. Delmonte, Edison, NJ (US);

T. G. Murali Dhar, Newtown, PA (US);

Yu Fan, Highland Park, NJ (US);

Jack Z. Gougoutas, Princeton, NJ (US);

Mary F. Malley, Lawrenceville, NJ (US);

Douglas D. Mcleod, Kingston, NJ (US);

Robert E. Waltermire, Hillsborough, NJ (US);

Chenkou Wei, Princeton Junction, NJ (US);

Inventors:

Albert J. DelMonte, Edison, NJ (US);

T. G. Murali Dhar, Newtown, PA (US);

Yu Fan, Highland Park, NJ (US);

Jack Z. Gougoutas, Princeton, NJ (US);

Mary F. Malley, Lawrenceville, NJ (US);

Douglas D. McLeod, Kingston, NJ (US);

Robert E. Waltermire, Hillsborough, NJ (US);

Chenkou Wei, Princeton Junction, NJ (US);

Assignee:

Bristol-Myers Squibb Company, Princeton, NJ (US);

Attorney:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
A61K 31/4188 (2006.01); C07D 235/00 (2006.01);
U.S. Cl.
CPC ...
Abstract

A process is provided for preparing spiro-hydantoin compounds of the formula II wherein Z is N or CR; K and L are independently O or S; Ar is an optionally substituted aryl or heteroaryl; Ais a linker, G' is a linker; Q is a linker; and R, R, R, and Rare defined in the specification. The process optionally includes the enantiomeric separation of intermediates to allow preparation of enantiomers of the spiro-hydantoin compounds of formula II. Substituted spiro-hydantoin compounds may be prepared from the spiro-hydantoin compounds of formula II. The spiro-hydantoin compound of formula II and the substituted spiro-hydantoin compounds are useful in the treatment of immune or inflammatory diseases. Also, provided are products made by the instant inventive process and crystalline forms (prepared by any process) of the substituted spiro-hydantoin compound, 5-[(5S,9R)-9-(4-Cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-ylmethyl]-thiophene-3-carboxylic acid, including solvates and salts thereof, as well as methods of use thereof. Crystalline forms of certain intermediates are provided.


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