Benzyl 3-aminobenzoate → 3-{[5-(2-Adamantan-1-yl-ethyl)-2-naphthalen-2-yl-1H-imidazole-4-carbonyl]-amino}-benzoic Acid

Participants

Reaction Steps

5-(2-Adamantan-1-yl-ethyl)-2-naphthalen-2-yl-1H-imidazole-4-carboxylic acid (Example 44) was reacted with 3-amino-benzoic acid benzyl ester according to the procedure of Example 20, step d. The benzyl ester was deprotected according to the procedure of Example 20, step e to afford the title compound. 1H NMR (300 MHz, d6-DMSO) 12.91 (1H, br s), 9.90 (1H, br s), 8.54 (2H, d), 8.27 (1H, dd), 8.04-7.94 (4H, m), 7.65-7.44 (4H, m), 3.04 (2H, m), 1.98 (3H, br s), 1.66 (6H, m), 1.58 (6H, s), 1.45 (2H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 63.85; H, 7.57; N, 7.80%; C40H50N4O8.1.9 H2O requires: C, 64.12; H, 7.24; N, 7.48%.

Provenance & Evidence