2-Chloro-5-((2-chlorophenyl)ethynyl)isonicotinaldehyde oxime → 7-Chloro-3-(2-chlorophenyl)-2,6-naphthyridine 2-oxide

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-5-((2-chlorophenyl)ethynyl)isonicotinaldehyde oxime (235 mg, 0.81 mmol) and silver nitrate (˜10 wt. % on silica gel, +230 mesh, 275 mg, 0.16 mmol) in chloroform (7 mL) was heated at 60° C. for 1 hour. The cooled reaction mixture was treated with silica gel (1 g), concentrated in vacuo, and purified by flash chromatography (silica, 12 g, ISCO, 0-90% ethyl acetate in heptane) to afford the title compound as pale yellow solid (200 mg, 80%).

Provenance & Evidence