1,2-Dichloroethane → N-({3-[(5-bromo-4-fluoro-2-nitrophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)-4-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxamide

Participants

Reaction Steps

To a solution of ({3-[(5-bromo-4-fluoro-2-nitrophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine (690 mg, 1.454 mmol), 4-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxylic acid (403 mg, 1.454 mmol) and HOBT (267 mg, 1.745 mmol) in DMF (4 ml) was added EDC (335 mg, 1.745 mmol) and the reaction mixture was stirred at RT for 45 minutes. The reaction mixture was diluted with EtOAc and washed with water. The solvent was removed and the crude material (942 mg) was used directly in the next step. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.77 (t, 1H), 8.32 (d, 1H), 7.98 (s, 1H), 7.45-7.56 (m, 1H), 7.41 (t, 1H), 7.31 (d, 1H), 5.49 (s, 2H), 4.48 (d, 2H), 3.38 (t, 2H), 0.74 (t, 2H), −0.09 (s, 9H).

Provenance & Evidence