Water → 5-{[5-(2-Cycloheptyl-ethyl)-2-cyclohexyl-1h-imidazole-4-carbonyl]-amino}-2-methyl-benzoic acid

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Reaction Steps

5-(2-Cycloheptyl-ethyl)-2-cyclohexyl-1H-imidazole-4-carboxylic acid was prepared according to the procedure of Example 20, steps a, b and c, with the modification that cycloheptanepropionic acid was used instead of cycloheptaneacetic acid in step a, and cyclohexanecarboxaldehyde replaced 2-naphthaldehyde in step b. The acid was then converted to the title compound according to the procedure of Example 20, steps d and e, with the modification that 5-amino-2-methyl-benzoic acid benzyl ester replaced 5-amino-isophthalic acid dibenzyl ester in step d. 1H NMR (300 MHz, d6-DMSO) 11.90 (1H, br s), 9.46 (1H, s), 8.29 (1H, d), 7.74 (1H, dd), 7.19 (1H, d), 2.92 (2H, m), 2.70 (1H, m), 2.45 (3H, s), 1.90 (2H, m), 1.75-1.35 (23H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 60.04; H, 8.78; N, 8.44%. C34H54N4O8.1.8 mols H2O requires: C, 60.05; H, 8.55; N, 8.24%.

Provenance & Evidence