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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675035Generated: October 26, 2026

Diisopropylethylamine → 3-[Chloro(difluoro)methyl]-6-[4-(3,5-dichloropyridin-4-yl)piperazin-1-yl][1,2,4]triazolo[4,3-b]pyridazine

https://huagongshe.com/reaction/1675035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-3-[chloro(difluoro)methyl][1,2,4]triazolo[4,3-b]pyridazineHCID 1489114—
Reactant1-(3,5-Dichloropyridin-4-yl)piperazineHCID 2799984—
SolventEthanolHCID 702—
Product3-[Chloro(difluoro)methyl]-6-[4-(3,5-dichloropyridin-4-yl)piperazin-1-yl][1,2,4]triazolo[4,3-b]pyridazineHCID 5914983529.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of 6-chloro-3-[chloro(difluoro)methyl]-[1,2,4]triazolo[4,3-b]pyridazine (obtained as described in Examples 335-338, preparation of starting materials) (53 mg, 0.22 mmol) in ethanol (1 mL) was added to 1-(3,5-dichloropyridin-4-yl)piperazine (77 mg, 0.33 mmol). The reaction mixture was treated with DIPEA (43 mg, 0.33 mmol) and the mixture was heated at 70° C. for 4 hours. The reaction mixture was evaporated to leave an involatile residue that was purified by preparative reverse phase chromatography to give 3-[chloro(difluoro)methyl]-6-[4-(3,5-dichloropyridin-4-yl)piperazin-1-yl][1,2,4]triazolo[4,3-b]pyridazine (28 mg, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003649B2
Source datasetuspto-grants-2011_08
ORD IDord-af0762f060954731b83d1163e80eaaa6
Source noteuspto-grants-2011_08