2-Cyano-3-cyclobutyloxy-4,5-dimethoxyaniline → 2-Cyclobutyloxy-3,4-dimethoxy-6-[1-(5,6,7,8-tetrahydro-1,6-naphthyridin-6-yl)ethylideneamino]benzonitrile

Participants

Reaction Steps

The subtitle compound was prepared from 2-cyano-3-cyclobutyloxy-4,5-dimethoxyaniline and 6-acetyl-5,6,7,8-tetrahydro-1,6-naphthyridine following the procedure described in Example 10(g), allowing the reaction to reflux for 3 hours. The crude product was purified on silica gel eluting with ethyl acetate:methanol:0.880 aqueous ammonia solution (95:5:1, v/v) to give the subtitle compound as a gum (382 mg, 48%). Rf 0.53 (dichloromethane: methanol:0.880 aqueous ammonia 90:10:1, v/v). MS m/z 407 (MH)+.

Provenance & Evidence