HCID 18405518, compound → HCID 18405594, compound

Participants

Reaction Steps

5-(2-Adamantan-1-yl-ethyl)-2-cyclohexyl-1H-imidazole-4-carboxylic acid (Example 252) was reacted with 3-amino-2-methyl-benzoic acid benzyl ester (prepared in two steps from 2-methyl-3-nitro-benzoic acid) according to the procedure of Example 20, step d. The benzyl ester was hydrogenated using the same procedure as in Example 1, step c to afford the title compound. 1H NMR (300 MHz, d6-DMSO) 13.00 (1H, br s), 11.95 (1H, br s), 9.31 (1H, br s), 8.01 (1H, d), 7.49 (1H, d), 7.24 (1H, m), 2.85 (2H, m), 2.60 (1H, m), 2.39 (3H, s), 1.93-1.24 (27H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 62.84; H, 8.55; N, 7.80%. C37H56N4O8.1.0 mol H2O requires: C, 63.23; H, 8.32; N, 7.97%.

Provenance & Evidence