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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728199Generated: October 31, 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/1728199

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-Chlorooxindole (4.35 g, 25 mmol) were mixed in anhydrous methanol (20 mL). Then pyrrolidine (2 mL, 25 mmol) was added slowly at r.t. The mixture was heated at 70° C. for 3 h and cooled to room temperature. The precipitate was collected by filtration to give title compound as a yellow solid (Yield: 7 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-59b0ef42a3064cf09d0bf86210ebaee3
Source noteuspto-grants-2009_02