Ethyl bromopyruvate → ethyl 1-(4-chlorophenyl)-2-propyl-1H-imidazole-4-carboxylate

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Reaction Steps

The imidazole derivative (6) is prepared by a conventional method [Bayer Pharmaceuticals, WO 03/040107, 2003], for example, by subjecting a nitrile (2) to a reaction with an aniline derivative (1) using aluminum chloride to produce N-(4-chloro phenyl)-butyrimidamide (3). Subsequent reaction of the resulting compound (3) with ethyl 3-bromo-2-oxopropanoate (4) provides an intermediate ethyl 1-(4-chlorophenyl)-2-propyl-1H-imidazole-4-carboxylate (5). An acid form (6) is prepared from the ester (5) using lithium hydroxide, followed by acidification, as shown in Reaction Scheme 1.

Provenance & Evidence