3-Methoxycarbonyloxymethyl-aniline → HCID 57033237, compound

Participants

Reaction Steps

5-(2-Adamantan-1-yl-ethyl)-2-phenyl-1H-imidazole4-carboxylic acid ethyl ester (Example 46) was hydrolized according to the procedure of Example 20, step c. The acid was reacted with 3-methoxycarbonyloxymethyl-aniline using the procedure of Example 20, step d to produce 5-(2-adamantan-1-yl-ethyl)-2-phenyl-1H-imidazole-4-carboxylic acid (3-methoxycarbonyloxymethyl-phenyl)-amide, which was deprotected according to the procedure of Example 22, step b to afford the title compound as a white solid. 1H NMR (300 MHz, d6-DMSO) 12.69 (1H, br s), 9.56 (1H, s), 8.08 (2H, d), 7.80 (1H, s), 7.65 (1H, d), 7.48 (2H, t), 7.39 (1H, t), 7.26 (1H, t), 7.00 (1H, d), 5.16 (1H, m), 4.49 (2H, d), 2.99 (2H, m), 1.96 (3H, br s), 1.67-1.55 (12H, m), 1.43 (2H, m). Found: C, 76.26; H, 7.38; N, 9.09%; C29H33N3O2 requires: C, 76.45; H, 7.30; N, 9.22%.

Provenance & Evidence