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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658945Generated: October 27, 2026

Pyrrolidine → Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-fluoro-phenoxy]-2-methyl-propionic acid methyl ester

https://huagongshe.com/reaction/658945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant2-(4-Chloro-5-fluoro-2-formyl-phenoxy)-2-methyl-propionic acid methyl esterHCID 59549306—
SolventMethanolHCID 887—
ProductZ-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-fluoro-phenoxy]-2-methyl-propionic acid methyl esterHCID 86647010—

Reaction Conditions

Temperature70 °C

Reaction Steps

To the mixture of 6-chloro-1,3-dihydro-indol-2-one (0.73 g, 4.4 mmol) and 2-(4-Chloro-5-fluoro-2-formyl-phenoxy)-2-methyl-propionic acid methyl ester (1 g, 3.65 mmol) in methanol (15 mL) was added pyrrolidine (0.26 g, 4.4 mmol) dropwise. Then the mixture was heated at 70° C. for 1 h. After cooled to room temperature, the mixture was concentrated to give the crude product which was used for the next step reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076482B2
Source datasetuspto-grants-2011_12
ORD IDord-1dd102f05ed84af0826a15e1221c225d
Source noteuspto-grants-2011_12