#$%^&*AU2012201680A120120412.pdf#####COMPOUNDS, COMPOSITIONS, PROCESSES OF MAKING, AND METHODS OF USE RELATED TO INHIBITING MACROPHAGE MIGRATION INHIBITORY FACTOR Abstract HkO Onr, K2Co NHOH.HCI / CHet0anol NCSITHF CHO -HOO N- C 3 R011w0 4 in not Step 3 C1 'OH 0 -COOMe H ~ 'H !.~~o. 4 , RT. 24 s 8 MetetyrA acetab Stop 4 SilO B Naom(25%, tn InO _, SnO, Ml.n C/3 r HOOC 24 (CO Hor) 2 27a O 24a Analogues OO NH 8nO N Tionyl chiortde J 2 IPd-C HO i ehobutn4 aoco In ethanol SpStep 7 O Step 1 0 2aCOOH r 24a ON 20a 0 ~~ 27a0 The presen Tiventorovide a copudhaigFrul rII hri BRXAr andtY aedined hn, p h uPd-C aO In eohanog annusing theco on stp8 Step2 Stepo 0 -- N 28 20a COOI ( R ) 2A Ar 2 (I Ar B-~ andAr.Y (II) The present invention provides a compound having Formula I or 11: wherein B, R, X, Ar, and Y are defined herein, pharmaceutically acceptable salts thereof and pharmaceutically acceptable prodrugs thereof. The present invention also provides methods of making and using the compound. (6133812_1):KZA
