Synthesis of imidazol-1-yl-acetic acid hydrochloride: a key intermediate for zoledronic acid.

Santosh Kumar Singh, Narendra Manne, Purna Chandra Ray, Manojit Pal

Index: Beilstein J. Org. Chem. 4 , 42, (2008)

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Abstract

A convenient and practical synthesis of imidazol-1-yl-acetic acid hydrochloride was achieved via N-alkylation of imidazole using tert-butyl chloroacetate followed by a non-aqueous ester cleavage of the resulting imidazol-1-yl-acetic acid tert-butyl ester in the presence of titanium tetrachloride. The synthesized imidazol-1-yl-acetic acid hydrochloride was then utilized to prepare zoledronic acid.