1,2-Dichloroethane → N-(1H-benzimidazol-2-ylmethyl)-N-(2,2-dimethoxyethyl)-4-(2,4,6-trifluorobenzoyl)-1H-pyrrole-2-carboxamide

Participants

Reaction Steps

To a DMF 5 mL solution of product obtained in step A (693 mg, 2.95 mmol) were added 4-(2,4,6-trifluoro-benzoyl)-1H-pyrrole-2-carboxylic acid (793 mg, 2.95 mmol), EDC (678 mg, 3.53 mmol), HOBt (541 mg, 3.53 mmol) and triethylamine (0.821 mL, 5.89 mmol). The reaction mixture was stirred overnight at room temperature. Resulting suspension was filtered and diluted with EtOAc. The organic layer was washed with sat. ammonium chloride aq., sat. sodium bicarbonate aq. and brine. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated to give the title compound as oil (930 mg). LC/MS: m/z 487(M+H). 1H-NMR (500 MHz, CDCl3): δ 3.39 (s, 6H), 3.86 (br.s, 2H), 4.69 (d, 1H), 5.21 (s, 2H), 6.74 (t, 2H), 7.01 (br.s, 1H), 7.28 (s, 1H), 7.45 (dd, 2H), 7.65 (dd, 2H), 11.23 (s, 1H).

Provenance & Evidence