Fluorinated pyridine N-oxide thrombin modulators and process for N-oxidation of nitrogen containing heteroaryls
The present invention describes compounds of Formula I or a pharmaceutically acceptable salt thereof, for the prophylaxis, or treatment of diseases and conditions related to thrombin activity in a mammal. The present invention also relates to a novel method of N-oxidation of nitrogen containing heteroaryls.
1. A compound of Formula I
or a pharmaceutically acceptable salt thereof.
2. A composition, comprising a compound of claim 1 and a pharmaceutically-acceptable carrier.
3. A composition according to claim 2 , wherein said compound is present in an amount between about 0.1 and about 500 mg.
4. A process of synthesizing a pyridine N-oxide of
comprising: reacting a pyridine with sodium percarbonate and triflic anhydride, in amounts of from about one half equivalent each to about ten equivalents each, at temperature of from about −50° C. to about 40° C. in a solvent.
5. The process of claim 4 wherein the temperature is between −10° C. and 10° C.
6. A process of synthesizing a pyridine N-oxide of
comprising:
reacting a pyridine with urea hydrogen peroxide and triflic anhydride, in amounts of from about one half equivalent each to about ten equivalents each, at temperature of from about −50° C. to about 40° C. in a solvent.
7. The process of claim 6 wherein the temperature is between −10° C. and 10° C.
8. A compound which is: 2-[3-Cyano-6-(2,2-difluoro-2-pyridin-2-yl-ethylamino)-5-fluoro-1-oxy-pyridin-2-yl]-N-(3-fluoro-pyridin-2-ylmethyl)-acetamide and pharmaceutically acceptable salts thereof.