Dimethylacetamide → HCID 59349405, compound

Participants

Reaction Conditions

Reaction Steps

To a seal tube was added ethyl 2-(2-(4-(2,4-dimethylphenylcarbamoyl)-1H-imidazole-5-carboxamido)-1H-benzo[d]imidazol-5-yloxy)acetate (230 mg, 0.5 mmol), 3-aminopropane-1,2-diol (180 mg, 2 mmol), DMA (3 mL) and THF (3 mL), the mixture was heated to 90° C. overnight. The reaction was allowed to cool to room temperature, concentrated under reduced pressure and purified by preparative reverse phase HPLC (aqueous ammonium acetate—acetonitrile) to give 64 mg of N5-[6-({2-[(2,3-dihydroxypropyl)amino]-2-oxoethyl}oxy)-1H benzimidazol-2-yl]-N4-(2,4-dimethylphenyl)-1H-imidazole-4,5-dicarboxamide as the desired product. 1H-NMR (DMSO-d6) δ 8.05 (s, 1H), 7.68 (d, 2H), 7.43 (s, br 2H), 7.05 (dd, 2H), 6.93 (d, 2H), 4.31 (m, 1H), 2.65 (m, 2H), 2.29 (q, 2H), 2.14 (m, 2H), 1.88 (m, 2H), 1.59 (m, 2H), 0.95 (t, 3H). MS (EI): 474 (MH+).

Provenance & Evidence