Warner-lambert Company

Other

Kenneth Thomas Porter

James N Wemple

Gary Jay Dozeman

Timothy L Stuk

Denis Martin Sobieray

Bradley Dean Tait

Christopher Andrew Gajda

Victor Fedij

Brian Keith Huckabee

Brian Stuart Moon

The present invention relates to methods of making dihydropyrone HIV inhibitors.

Methods of making dihydropyrone HIV protease inhibitors

The present invention provides a method of making quinolone carboxylic acids or naphthyridine carboxylic acids in free base form, the method comprising dissolving a quinolone carboxylic acid salt or naphthyridine carboxylic acid salt in a solvent system to form a solution; combining the solution containing the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt with a calcium salt in an amount in the range of about 0.01% to about 5.0% by weight of the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt and a base, the combination resulting in the formation of a precipitate; and collecting the precipitate. Also provided is a solid bulk pharmaceutical chemical composition comprising 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-o xoquinoline-3-carboxylic acid or 7-�3-S-(2-S-aminopropionylamino)pyrrolidin-1-yl!-1-cyclopropyl-6-fluoro-1, 4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid; and calcium in an amount in the range of 0.001% to about 1.0% by weight of the 7-(3-amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-o xoquinoline-3-carboxylic acid or 7-�3-S-(2-S-aminopropionylamino) pyrrolidin-1-yl!-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridin e-3-carboxylic acid.

Solid bulk compositions containing quinolone carboxylic acids or

The present invention provides a method of making quinolone carboxylic acids or naphthyridine carboxylic acids in free base form, the method comprising dissolving a quinolone carboxylic acid salt or naphthyridine carboxylic acid salt in a solvent system to form a solution; combining the solution containing the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt with a calcium salt in an amount in the range of about 0.01% to about 5.0% by weight of the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt and a base, the combination resulting in the formation of a precipitate; and collecting the precipitate. Also provided is a solid bulk pharmaceutical chemical composition which is the product resulting from the precipitation.

Method for making quinoline carboxylic acids or naphthyridine carboxylic

Growing community of inventors

Holland, MI, United States of America

Kenneth Thomas Porter