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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504476Generated: November 1, 2026

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

https://huagongshe.com/reaction/504476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant3-(4-Chloro-2-formyl-phenoxy)-2,2-dimethyl-propionic acid methyl esterHCID 57566060—
SolventMethanolHCID 887—
ProductZ-3-[4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2,2-dimethyl-propionic acid methyl esterHCID 8663205967%

Reaction Conditions

Temperature70 °C

Reaction Steps

3-(4-chloro-2-formyl-phenoxy)-2,2-dimethyl-propionic acid methyl ester (6.7 g, 25 mmol) and 6-Chloro-1,3-dihydro-indol-2-one (4.35 g, 25 mmol) were mixed in 20 mL of anhydrous methanol. Then pyrrolidine (2 mL, 25 mmol) was added dropwise at r.t. The mixture was heated to 70° C. for 3 h and cooled to room temperature. The precipitate was collected by filtration and dried to give title compound as yellow solid (Yield: 7 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-63d5b61cc250479a81f31ef831c38b52
Source noteuspto-grants-2010_08