Phenacyl bromide → 3-[(2-Cycloheptylmethyl-5-naphthalen-2-yl-1H-pyrrole-3-carbonyl)-amino]-benzoic Acid

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 1, using 4-cycloheptyl-3-oxo-butyric acid ethyl ester and 2-bromo-1-naphthalen-2-yl-ethanone instead of 4-adamantan-1-yl-3-oxo-butyric acid ethyl ester and 2-bromo-1-phenyl-ethanone in step a, and 3-amino-benzoic acid benzyl ester instead of 5-amino-isophthalic acid dibenzyl ester in step d. 1H NMR (300 MHz, d6-DMSO) 11.62 (1H, s), 9.64 (1H, s), 8.41 (1H, s), 8.14 (1H, s), 8.03 (1H, d), 7.94 (1H, d), 7.84 (3H, m), 7.60 (1H, m), 7.44 (3H, m), 7.34 (1H, s), 2.93 (2H, d), 1.98 (1H, br s), 1.67-1.22 (12H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 62.89; H, 7.51; N, 5.92%; C37H47N3O8.2.5 H2O requires: C, 62.87; H, 7.41; N, 5.94%.

Provenance & Evidence