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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1067507Generated: October 27, 2026

Diisopropylethylamine → 6-[3-[4-(Diphenylmethoxy)piperidino]propylamino]-2-phenyl[1,2,4]triazolo[1,5-b]pyridazine

https://huagongshe.com/reaction/1067507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloro-2-phenyl-[1,2,4]triazolo[1,5-b]pyridazineHCID 1459119—
Reactant4-(Diphenylmethoxy)-1-piperidinepropaneamineHCID 10969393—
Solvent1-ButanolHCID 263—
Product6-[3-[4-(Diphenylmethoxy)piperidino]propylamino]-2-phenyl[1,2,4]triazolo[1,5-b]pyridazineHCID 2298931637.6%

Reaction Steps

365 mg of 6-chloro-2-phenyl[1,2,4]triazolo[1,5-b]pyridazine and 0.513 g of 4-(diphenylmethoxy)-1-piperidinepropanamine were suspended in 8 ml of n-butanol; 0.54 ml of N-ethyldiisopropylamine was added, followed by heating and refluxing for 19 hours. Ice water and sodium hydrogen carbonate were added, followed by extraction with ethyl acetate; the extract was washed with saturated saline and dried with magnesium sulfate. After the dry product was concentrated 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; the resulting crystal was recrystallized from ethyl acetate to yield 308 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248740B1
Source datasetuspto-grants-2001_06
ORD IDord-ec04b926feb6457a8a5a96f8ed20372b
Source noteuspto-grants-2001_06