HCID 19771712, compound → HCID 19771742, compound

Participants

Reaction Steps

Compound E5 (5.0 g) was dissolved in glacial acetic acid (50 ml) and catalytically hydrogenated at atmospheric pressure over platinum oxide (0.5 g). When hydrogen uptake ceased, the catalyst was removed by filtration through diatomaceous earth. The solvent was removed by evaporation and the residue purified by flash chromatography eluting with ethyl acetate/methanol/aqueous ammonia (17:2:1 v/v), to give 2-ethyl-5,6,7,8-tetrahydro-1,5-naphthyridin-4(1H)-one (D5) (3.2 g), m.p. 206°-209° C. (after trituration with ethyl acetate); NMR (d6 -DMSO): 1.15(t,3H), 1.7-1.9(m,2H), 2.35(q,2H), 2.55(t,2H), 3.1(t,2H), 5.75(s,1H), 10.6-11.1(br s,1H).

Provenance & Evidence