A process is provided for preparing a dipeptidyl peptidase IV inhibitor of
the structure is treated with TFAA in isopropyl acetate to protect the
tertiary hydroxyl group as a trifluoroacetate group to form 4 which is
converted to acid chloride compound 5 (which is a novel compound) using
Vilsmeier reagent or other chloro reagent and coupled with compound 6 in
a heterogeneous mixture of ethyl acetate and aqueous bicarbonate to give
compound 7 The N,O-bis(trifluoroacetyl) groups of compound 7 are
deprotected to give free base compound 10.