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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397575Generated: October 26, 2026

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

https://huagongshe.com/reaction/397575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(Diphenylmethoxy)piperidinepropanolHCID 22989264—
Reactant6-chloro-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 23000328—
SolventDimethylformamideHCID 6228—
Product6-[3-[4-(Diphenylmethoxy)piperidino]propoxy]-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-oneHCID 2300029966.3%

Reaction Steps

0.52 g of 4-(diphenylmethoxy)-1-piperidinepropanol was dissolved in 3 ml of N,N-dimethylformamide; 0.0704 g of 60% oily sodium hydride was added, followed by stirring at room temperature for 1 hour. 0.325 g of 6-chloro-2-methyl[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one was added, followed by stirring at room temperature for 2 hours. After ice water was 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 0.502 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610694B1
Source datasetuspto-grants-2003_08
ORD IDord-3a3e4ddff81d4366ae11a2b5bc130276
Source noteuspto-grants-2003_08