2-Methylimidazole → HCID 66606726, compound

Participants

Reaction Steps

To 2-methylimidazole (0.047 g, 0.57 mmol) in DMF (2 mL) at 0° C. was added sodium hydride (60% in mineral oil; 0.031 g, 0.78 mmol), and the reaction was stirred for 15 minutes. (2′-{[(2-Chloro-acetyl)-ethyl-amino]-methyl}-6-methoxy-4′-trifluoromethyl-biphenyl-3-yl)-acetic acid ethyl ester (0.52 mmol) was added in DMF, and the reaction was stirred at room temperature for 1.5 hours. Analytical LCMS showed that a lot of starting material remained, so tetrabutylammonium iodide (0.005 g, 0.01 mmol) was added, and the reaction was stirred for 3 hours. Analytical LCMS showed that no change had occurred, so additional sodium hydride (60% in mineral oil; 0.031 g, 0.78 mmol) was added, and the reaction was stirred overnight at room temperature. The mixture was partitioned between EtOAc and H2O, and the aqueous layer was separated and extracted twice with EtOAc. The combined organic layers were washed three times with H2O, and then dried and concentrated to give the title compound.

Provenance & Evidence