3-Aminopyridine → HCID 14710194, compound

Participants

Reaction Steps

A solution of 3-aminopyridine (20.0 g, 0.21 m) in excess triethyl orthoformate (100 ml) and ethanolic hydrogen chloride (0.3 ml) was heated under reflux for 72 hours. Ethanol and excess triethyl orthoformate were then removed by distillation over a period of 5 hours. Solid potassium carbonate (100 mg) was added to the residue, and the lasttraces of triethyl orthoformate were removed in vacuo. The residue was then distilled under reduced pressure to yield the desired imido ester, ethyl N-(3-pyridyl)-formimidate, as a colourless liquid, (b.p. 62°/0.5 mm)(24 g, 75%), n.m.r. (CDCl3): δ = 1.4 (t, --CH2CH3), 4.32 (q, --CH2CH3), 7.73 (s, --N=CH--O).

Provenance & Evidence