3,4-Dimethylaniline → N-(3,4-Dimethyl-phenyl)-2-(5-methyl-pyridin-2-yl)-acetamide

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of 400 mg (2.12 mmol) (5-methyl-pyridin-2-yl)-acetic acid hydrochloride (CAS: 848093-05-0) in 7.5 mL dichloromethane were added successively 250 mg (2.02 mmol) 3,4-dimethylaniline and 415.4 mg (2.12 mmol) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. The mixture was stirred at 0° C. for 45 minutes. The solution was washed with a sat. NaHCO3 solution, NaOH 2N and with water, dried over Na2SO4, filtered and concentrated in vacuo. The crude solid was purified with flash column chromatography on silica eluting with a gradient formed from heptane and ethylacetate to provide 0.40 g (77%) of the title compound as an off-white solid. MS (m/e): 255.2 [M+H]+.

Provenance & Evidence