Boron-based mimics of bioactive substances are just now being recognized as valuable additions to new drug development.  Following a structural mimic design, we are synthesizing the first boron heterocycle-based analogs of the well-known anti-gout drug Allopurinol.  Starting from 4-bromopyrazole, the sequence of N1-protection, C5 lithiation, C5 formylation, and oxime formation formation followed by O-protection has produced a key intermediate for the construction of a 2,3,1-oxazaborine ring fused to the pyrazole ring.  Synthetic details supported by high-field FT-NMR analyses will be presented.