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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655279Generated: October 25, 2026

Cesium carbonate → 6-[6-(3,4-Difluoro-phenoxy)-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl]-quinoline

https://huagongshe.com/reaction/655279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3,4-DifluorophenolHCID 75927—
Reactant6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinolineHCID 24968367—
SolventDimethyl SulfoxideHCID 679—
Product6-[6-(3,4-Difluoro-phenoxy)-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl]-quinolineHCID 5932027834.5%

Reaction Steps

A solution of 6-(6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl)-quinoline (60 mg, 0.203 mmol, 1.0 equiv.), 3,4-difluorophenol (0.223 mmol, 1.1 equiv.), Cs2CO3 (86 mg, 0.264 mmol, 1.3 equiv) and dimethylsulfoxide (1 mL) were mixed in a microwave tube and capped. The microwave tube was reacted in a microwave reactor (Personel Chemistry, Emrys Optimizer) at 70° C. for 10 minutes. The solvent was removed by rotary evaporation and the crude product purified via flash column chromatography (SiO2, CH2Cl2:CH3OH 100:0-80:20) to return the title compound as a white solid (27.2 mg, 0.07 mmol, 34% yield). Analytical data presented in Table 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071581B2
Source datasetuspto-grants-2011_12
ORD IDord-46c8a1a2cc694283bc5cc4314559f1d9
Source noteuspto-grants-2011_12