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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274284Generated: October 29, 2026

Sodium Chloride → Piperazine, 1-methyl-4-((3-((1,2,4)triazolo(1,5-b)pyridazin-6-yloxy)propyl)sulfonyl)-

https://huagongshe.com/reaction/274284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium hydrideHCID 24758—
Reactant6-Chloro-(1,2,4)triazolo(1,5-b)pyridazineHCID 11240611—
Reactant3-(1-Methyl-4-piperazinylsulfonyl)-1-propanolHCID 15234889—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductPiperazine, 1-methyl-4-((3-((1,2,4)triazolo(1,5-b)pyridazin-6-yloxy)propyl)sulfonyl)-HCID 307380360.6%

Reaction Steps

In 10 ml of dimethylformamide was suspended 0.21 g of 60% sodium hydride in oil followed by addition of 1.12 g of 3-(1-methyl-4-piperazinylsulfonyl)-1-propanol and the mixture was stirred under reduced pressure at room temperature for 75 minutes. Then, 0.773 g of 6-chloro[1,2,4]triazolo[1,5-b]pyridazine was added and the mixture was further stirred at room temperature for 1.5 hours. Following addition of 40 ml of ice water, the reaction mixture was saturated with sodium chloride. The aqueous layer was extrated with tetrahydrofuran and the extrat was dried over magnesium sulfate. The solvent was then distilled off under reduced pressure and the residue was subjected to silica gel column chromatography, elution being carried out with dichloromethane-methanol (10:1). The fractions containing the desired product were pooled and concentrated to provide 1.032 g of the title compound. m.p. 140°-141° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389633
Source datasetuspto-grants-1995_02
ORD IDord-2714be0aec064fd795bbb0c8e695f67d
Source noteuspto-grants-1995_02