2-Pyridinecarboxaldehyde → HCID 17972785, compound

Participants

Reaction Conditions

Reaction Steps

1 st stage: 44.89 g of dimethyl acetonedicarboxylate (97%; 0.25 mol) were initially charged in 125 ml of isobutanol. The mixture was cooled to 9° C. At this temperature, first 53.55 g of pyridine-2-aldehyde (0.5 mol) were added dropwise. Subsequently, 27.03 g of aminomethylpyridine (0.25 mol) were added dropwise at such a rate that the temperature could be maintained. The mixture was then heated to approximately 50° C., and approx. 65 ml of isobutanol-water mixture were distilled off under reduced pressure at internal temperature approx. 50° C., in the course of which approx. 65 ml of fresh isobutanol were simultaneously metered in. After the distillation had ended, the mixture was vented and cooled to 20° C. The product was filtered off, washed repeatedly with isobutanol and dried at 50° C. under reduced pressure. 100.6 g (87.4%) of 1-(pyridin-2-ylmethyl)-2,6-dipyridyl-3,5-di(methoxycarbonyl)-4-piperidone were obtained as a beige-white powder.

Provenance & Evidence