合成路线1

4-Methyl-5-nitroimidazole (I) is condensed with benzaldehyde (II) in the presence of piperidine to produce the 4-styryl imidazole (III). Alkylation of imidazole (III) with benzyl chloride leads to a 3:1 mixture of regioisomeric N-benzyl imidazoles (IV) and (V). Ozonolysis of this mixture, followed by oxidative work-up of the ozonide with performic acid, allows isolation of the desired imidazolecarboxylic acid (VI) by employing a differential precipitation technique. Activation of acid (VI) with CDI, and further treatment of the resultant imidazolide with potassium methanenitronate gives rise to nitro ketone (VII). Both nitro groups of (VII) are then reduced by SnCl2 in concentrated HCl to furnish diamine (VIII). Then, removal of the N-benzyl group of (VIII) by catalytic hydrogenation over Pd/C yields imidazole (IX). Ring closure of (IX) in the presence of triethyl orthoformate produces the imidazodiazepinone (X)