2,3-(dihydro)bicyclic pyrazolidinones.

摘要

2,3-(Dihydro) bicyclic pyrazolidinones are intermediates for bicyclic pyrazolidinone antimicrobials. The intermediates have the formula wherein: either R1 or R2 is hydrogen, C1 to C6 alkyl, C1 to C6 substituted alkyl, perfluoro C2 to C4 alkyl, C7 to C12 alkylaryl, C7 to C12 substituted alkylaryl, phenyl, substituted phenyl or cyano; a group of the formula -CX3 wherein X is fluoro, chloro, bromo or iodo; a group of the formula wherein z is 0, 1 or 2 and R5 is C1 to C6 alkyl, C1 to C6 substituted alkyl, phenyl, substituted phenyl, C7 to C12 alkylaryl, C7 to C12 substituted alkylaryl or a heterocyclic ring; a group of the formula -COR6 wherein R6 is hydrogen, C1 to C6 alkyl, C1 to C6 substituted alkyl, perfluoro C2 to C4 alkyl, trihalomethyl, C7 to C12 alkylaryl, C7 to C12 substituted alkylaryl, phenyl or substituted phenyl; a group of the formula -COOR7 wherein R7 is hydrogen, an organic or inorganic cation, C1 to C6 alkyl, C1 to C6 substituted alkyl, C7 to C12 alkylaryl, C7 to C12 substituted alkylaryl, phenyl, substituted phenyl, a carboxy protecting group, or a non-toxic metabolically-labile ester-forming group; or a group of the formula -CH2-S-Heterocyclic ring and the other of R1 or R2 is a group of the formula -COOR8 wherein R8 is hydrogen, an organic or inorganic cation, a carboxy protecting group of a non-toxic, metabolically-labile ester-forming group; R3 and R4 are the same or different and are hydrogen, C1 to C6 alkyl, C1 to C6 substituted alkyl, C7 to C12 alkylaryl, C7 to C12 substituted alkylaryl, phenyl, substituted phenyl or a group of the formula -COOR9 wherein R9 has the same definition as R7; Y is C1 to C6 alkyl, C1 to C6 substituted alkyl, phenyl, substituted phenyl, C7 to C12 alkylaryl or C7 to C12 substituted alkylaryl; or a pharmaceutically acceptable salt thereof.