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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178113Generated: October 27, 2026

Azetidine → 4-[(6-(azetidin-1-yl)-5-chloropyridin-3-yl)oxy]-3-cyano-N-(5-fluoropyridin-2-yl)benzenesulfonamide

https://huagongshe.com/reaction/2178113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[(5-chloro-6-fluoropyridin-3-yl)oxy]-3-cyano-N-(5-fluoropyridin-2-yl)benzenesulfonamideHCID 117653188—
SolventDimethyl SulfoxideHCID 679—
Product4-[(6-(azetidin-1-yl)-5-chloropyridin-3-yl)oxy]-3-cyano-N-(5-fluoropyridin-2-yl)benzenesulfonamideHCID 117652990—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-((5-chloro-6-fluoropyridin-3-yl)oxy)-3-cyano-N-(5-fluoropyridin-2-yl)benzenesulfonamide (Example 242, 200 mg, 0.47 mmol) in dimethylsulfoxide (2 mL) was added azetidine (54 mg, 0.94 mmol) followed by potassium carbonate (130 mg, 0.94 mmol) and the reaction was heated to 50° C. for 17 hours. The mixture was filtered and purified using preparative HPLC to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067922B2
Source datasetuspto-grants-2015_06
ORD IDord-a45a1ce544154a29b072ac28d219a178
Source noteuspto-grants-2015_06