4-Aminobenzoic Acid → HCID 178419751, compound

Participants

Reaction Steps

3-Pyridinepropionic acid (10 mmol, 1.52 g) and 4-aminobenzoic acid (20 mmol, 2.74 g) were dissolved in 75 mL methanol on an ice water bath. Cyanogen bromide (10 mmol, 1.07 g) in 5 mL methanol was then added to the reaction solution over 5 min. The product, (1.02 g, 21%), was collected by filtration after stirring for 2 hours and was washed with dichloromethane. 1H NMR (500 MHz, DMSO-d6): δ 12.40 (s, 3H), 7.95-7.83 (m, 5H), 7.67-7.65 (m, 1H), 7.17 (d, 2H, J=8.0 Hz), 7.09 (d, 2H, J=8.5 Hz), 6.95 (d, 1H, J=10.5 Hz), 6.17 (t, 1H, J=12.3 Hz), 2.71 (t, 2H, J=7.5 Hz), 2.40 (t, 2H, J=7.8 Hz). ESI [M+H]+ m/z calcd. for [C22H2iN2O6]+ 409.4, found 409.3.

Provenance & Evidence