Diethyl ((1-oxopropyl)amino)(8-quinolinylmethyl)propanedioate → HCID 15745000, compound

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Reaction Steps

A mixture of diethyl ((1-oxopropyl)amino)(8-quinolinylmethyl)-propanedioate (17.47 g, 0.047 mol) and platnium oxide (0.72 g) in glacial acetic acid (150 mL) was hydrogenated (50 lb initial pressure) until hydrogen uptake ceased (1.8 equiv). The mixture was filtered through celite and the solvent removed under reduced pressure. The product was crystallized from ethyl acetate to give 12.08 g of crystals, mp 136°-140° C. A sample was recrystallized from ethyl acetate for analysis; mp 137°-141° C. Anal. Calcd. for C18H22N2O4 ; C, 65.44; H, 6.71; N, 8.48. Found: C, 65.66; H, 6.64; N, 8.43.

Provenance & Evidence