1,2-Dichloroethane → n-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3h-imidazol-4-yl)-ethyl]-3-(3-methoxy-phenyl)-propionamide

Participants

Reaction Steps

(+)-4-[1-amino-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2-fluoro-benzonitrile (0.074 g, 0.25 mmol), 3-(3-methoxyphenyl)propionic acid (0.054 g, 0.3 mmol) (K. J. Hwang et al., J. Org. Chem. (1992), 57[4]1262), EDC (0.275 g, 1.2 mmol), HOAT (0.055 g, 0.40 mmol), and triethylamine (0.167 mL, 1.2 mmol) were combined in DMF (3 mL) and stirred under Ar at ambient temperature for 20 hr. The reaction mixture was partitioned between EtOAc (120 mL) and H2O (100 mL), the organic layer separated, washed with dilute NaHCO3 solution, H2O, brine, and dried (MgSO4). Filtration and concentration to dryness gave the title compound.

Provenance & Evidence