C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 207/267 (2006.01) C07C 227/18 (2006.01) C07C 229/12 (2006.01) C07D 205/08 (2006.01) C07D 207/09 (2006.01) C07D 207/26 (2006.01)
Patent
CA 2160124
This invention relates to processes for the synthesis of various optically active amino pyrrolidinyl stereoisomers, or enantiomers, that may be attached to quinolonecarboxilic acids or naphthyridones. Processes and essential intermediates are disclosed and claimed for the synthesis of compounds represented by the structure shown in figure BG41, where R50, R6 and R9 are defined independently and are H, -(C1-C8)alkyl, -(C3-C8)cycloalkyl, -(C1-C8)alkyl-(C3-C8)cycloalkyl, -(C6-C12 aryl), -(C1-C8)alkyl-(C6-C12 aryl), or the aryl or alkyl is substituted with one to three of the following groups, (C6-C12 aryl), (C1-C3)alkyl, (C1-C3)alkoxy, halogen, trifluoromethyl; where R2 is -(C1-C8)alkyl, -(C3-C8)cycloalkyl, -(C1-C8)alkyl-(C3-C8)cycloalkyl, -(C6-C12 aryl), -(C1-C8)alkyl-(C6-C12 aryl), or the aryl or alkyl is substituted with one to three of the following groups, -(C6-C12 aryl), -(C1-C3)alkyl, -(C1-C3)alkoxy, halogen, trifluoromethyl; depending upon the starting materials used, compounds represented by the structure shown by figure BG41 may have one of either of the two stereochemical arrangements shown, or, if the starting materials are a racanic mixture, the reaction may produce a 1:1 ratio of the combination of products shown in figure BG41, i.e. a racanic mixture.
Fleck Thomas J.
Mcwhorter William W.
Pearlman Bruce A.
Macrae & Co.
Pharmacia & Upjohn Company Llc
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