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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397574Generated: October 27, 2026

Sodium Bicarbonate → 6-[3-[4-(Diphenylmethoxy)piperidino]propylamino]-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

https://huagongshe.com/reaction/397574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Diphenylmethoxy)-1-piperidinepropaneamineHCID 10969393—
Reactant6-chloro-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 23000328—
SolventDimethylformamideHCID 6228—
Product6-[3-[4-(Diphenylmethoxy)piperidino]propylamino]-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 2300031326.8%

Reaction Conditions

Temperature145 °C

Reaction Steps

0.277 g of 6-chloro-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one was dissolved in 2 ml of N,N-dimethylformamide; 0.487 g of 4-(diphenylmethoxy)-1-piperidinepropanamine was added, followed by stirring in an oil bath (bath temperature 140-150° C.) for 1 hour. After cooling, ice water and an aqueous solution of sodium hydrogen carbonate were added; the reaction mixture was extracted with ethyl acetate; the extract was washed with saturated saline 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 (90:10:1). The desired fraction was collected and concentrated; the crystal obtained was filtered, washed with diethyl ether, and dried, to yield 0.19 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610694B1
Source datasetuspto-grants-2003_08
ORD IDord-606ce496be4749108b054af12afeffaa
Source noteuspto-grants-2003_08