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US 6,204,387 B1Granted
Process for making diaryl pyridines useful as COX-2 inhibitors
AssigneeMerck & Co., Inc.
InventorsIan W. Davies, Linda Gerena, Michel Journet, Robert D. Larsen, Philip J. Pye, Kai Rossen
Life of this patent
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Abstract
The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.
Claims7
A process for making compounds of Formula 5
- R1 is selected from the group consisting of
- (a) CH3,
- (b) NH2,
- (c) NHC(O)CF3,
- (d) NHCH3;
- and
- Ar is a mono-, di-, or trisubstituted phenyl or pyridinyl (or the N-oxide thereof), wherein the substituents are chosen from the group consisting of
- (a) hydrogen,
- (b) halo,
- (c) C1-4alkoxy,
- (d) C1-4alkylthio,
- (e) CN,
- (f) C1-4alkyl,
- (g) C1-4fluoroalkyl,
- the process comprising:
- reacting a compound of formula 13
- wherein X is a halogen belonging to the group consisting of iodine, chlorine, bromine and fluorine,
- with a compound of formula 9
- to yield a compound of formula 15
- and oxidizing the compound of formula 15 using an oxidizing agent, and optionally a catalyst and an acid to yield a compound of formula 5.
17 more elements
Dependencies are inferred from the claim text.