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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266508Generated: October 31, 2026

Dimethylformamide → [8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-4-difluoromethoxy-2-methylquinolin-5-yloxy]acetic Acid Methyl Ester

https://huagongshe.com/reaction/2266508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 68780451HCID 68780451—
ReactantChlorodifluoromethyl acetateHCID 86613376—
SolventWaterHCID 962—
Product[8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-4-difluoromethoxy-2-methylquinolin-5-yloxy]acetic Acid Methyl EsterHCID 68784446—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of [8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-2-methyl-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic acid methyl ester (0.34 g), N,N-dimethylformamide (15 mL), potassium carbonate (0.58 g) and acetic acid chlorodifluoromethyl ester (0.4 mL) was stirred at 70° C. for 16 hours. The mixture was diluted with water, extracted with ethyl acetate and the combined extracts were dried over sodium sulfate and then the solvent removed under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of cyclohexane and ethyl acetate (7:3 by volume) gave title compound, 0.37 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858640B2
Source datasetuspto-grants-2010_12
ORD IDord-35dd80803ab44f03b90152995a133a21
Source noteuspto-grants-2010_12