4-(Diphenylmethoxy)-1-piperidinepropaneamine → Ethyl 6-[3-[4-(diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[4,3-b]pyridazine-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

5.15 g of 4-(diphenylmethoxy)-1-piperidinepropanamine and 3.6 g of ethyl 6-chloro[1,2,4]triazolo[4,3-b]pyridazine-3-carboxylate were dissolved in 70 ml of N,N-dimethylformamide; 5.48 ml of N-ethyldiisdpropylamine was added, followed by stirring under heating at an external temperature of 70° C. for 4 hours. After cooling, cold saline was added; the reaction mixture was extracted with tetrahydrofuran and dried over magnesium sulfate. After concentration under reduced pressure, the residue was subjected to silica gel column chromatography and eluted with ethyl acetate-methanol-triethylamine (50:5:1). The desired fraction was collected and concentrated under reduced pressure; half of the precipitated crystal was recrystallized from ethanol-ethyl acetate (1:1), collected by filtration, and dried, to yield 2.13 g of the title compound.

Provenance & Evidence