Alkyl substituted nitroimidazole acetic acids
AssigneeEli Lilly and Company
InventorsCharles J. Barnett, Thomas M. Wilson
Life of this patent
Estimating the term…
Abstract
This invention provides the substantially pure (R) enantiomer of a compound of the Formula II: ##STR1## The compounds of Formula II are useful in the preparation of the substantially pure (R) enantiomer of angiotensin II antagonists of Formula III: ##STR2## wherein R.sub.1, Ar, R.sub.2 and X are variables.
Claims4
A method of preparing the compounds of the formula, ##STR20## wherein the configuration is substantially the (R) enantiomer, and R.sub.1 is C.sub.4 -C.sub.9 straight chain alkyl, C.sub.4 -C.sub.9 straight chain trifluoroalkyl, C.sub.4 -C.sub.9 straight chain alkenyl, or C.sub.4 -C.sub.9 straight chain trifluoroalkenyl;
- or a (-)-cinchonidine salt thereof, comprising:
- (a) reacting a racemic mixture of the compound of the formula ##STR21## wherein R.sub.1 is C.sub.4 -C.sub.9 straight chain alkyl, C.sub.4 -C.sub.9 straight chain trifluoroalkyl, C.sub.4 -C.sub.9 straight chain alkenyl, or C.sub.4 -C.sub.9 straight chain trifluoroalkenyl;
- with (-)-cinchonidine in an alcoholic solvent in the presence or absence of C.sub.1 -C.sub.4 alkyl amine to produce a crystalline salt;
- (b) isolating the crystalline salt;
- and
- (c) optionally converting the crystalline salt to the free acid thereby producing a substantially pure (R) enantiomer of the formula:
- ##STR22## wherein R.sub.1 is C.sub.4 -C.sub.9 straight chain alkyl, C.sub.4 -C.sub.9 straight chain trifluoroalkyl, C.sub.4 -C.sub.9 straight chain alkenyl, or C.sub.4 -C.sub.9 straight chain trifluoroalkenyl.
Dependencies are inferred from the claim text.