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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2048024Generated: October 29, 2026

Water → 5-chloro-4-(5-chloro-6-(3,3-difluoropyrrolidin-1-yl)pyridin-3-yloxy)-2-fluoro-N-(methylsulfonyl)benzamide

https://huagongshe.com/reaction/2048024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3,3-Difluoropyrrolidine hydrochlorideHCID 24903482—
Reactant5-Chloro-4-[(5-chloro-6-fluoropyridin-3-yl)oxy]-2-fluoro-N-(methylsulfonyl)benzamideHCID 58042437—
SolventDimethyl SulfoxideHCID 679—
Product5-chloro-4-(5-chloro-6-(3,3-difluoropyrrolidin-1-yl)pyridin-3-yloxy)-2-fluoro-N-(methylsulfonyl)benzamideHCID 58042420—

Reaction Steps

Triethylamine (0.21 mL, 1.51 mmol) was added to a mixture of 5-chloro-4-[5-chloro-6-fluoropyridin-3-yl)oxy]-2-fluoro-N-(methylsulfonyl)benzamide (Example 19, 150 mg, 0.38 mmol) and 3,3-difluoropyrrolidine hydrochloride salt (60 mg, 0.41 mmol), in DMSO (3.8 mL) and the reaction heated at 80° C. for 120 hours. The mixture was diluted to 5 mL by the addition of water and the mixture purified by preparative HPLC. The title compound was obtained as a beige solid (49 mg, 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592629B2
Source datasetuspto-grants-2013_11
ORD IDord-cbf6ff77008b432f9f53e8a1f049e03a
Source noteuspto-grants-2013_11