(1H-benzo[d]imidazol-2-yl)methanamine dihydrochloride → N-((1H-benzo[d]imidazol-2-yl)methyl)-5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxamide

Participants

Reaction Steps

Following the procedures as described in Example 55, making variations as required to replace 3-methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acid with 5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid to react with (1H-benzo[d]imidazol-2-yl)methanamine dihydrochloride, the title compound was obtained as a colorless solid in 80% yield: mp 265-267° C.: 1H NMR (300 MHz, DMSO-d6) δ 12.19 (br s, 1H), 8.23 (t, J=5.5 Hz, 1H), 7.54-7.46 (m, 2H), 7.38-7.31 (m, 2H), 7.24-7.10 (m, 4H), 6.25 (s, 1H), 4.60 (d, J=5.5 Hz, 2H), 4.39 (s, 2H), 3.87-3.78 (m, 2H), 3.48-3.39 (m, 2H), 2.42 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 163.1, 159.9, 155.5, 152.5, 142.9, 139.2, 132.9 (d, JC-F=3.0 Hz), 129.9 (d, JC-F=8.2 Hz), 121.3, 120.0, 115.3 (d, JC-F=21.2 Hz), 112.1, 46.3, 42.5, 41.3, 37.7, 15.8; MS (ES+) m/z 464.4 (M+1).

Provenance & Evidence