Pyridine → HCID 59442072, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-fluoro-3-nitroaniline (2.48 g, 15.9 mmol) in 1:1 THF/DCE (200 mL) was added pyridine (7.54 g, 95.4 mmol, Aldrich), 2-dimethylaminoacetyl chloride hydrochloride (0.66 g, 4.20 mmol, Lancaster), and catalytic DMAP (˜0.100 g). After heating at 65° C. for 1.5 hrs, the crude reaction mixture was diluted with dichloromethane (300 mL), washed with saturated NaHCO3 (50 mL), evaporated, and purified by column chromatography (dichloromethane to 5% methanol/dichloromethane) to provide N1-(4-fluoro-3-nitrophenyl)-N2,N2-dimethylglycinamide (3.0 g, 78%) as a brown solid. ESIMS (M+H)+=242.

Provenance & Evidence