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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504503Generated: November 4, 2026

Piperidine → Z-4-[4-bromo-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/504503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant4-(4-Bromo-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl esterHCID 59428064—
SolventMethanolHCID 887—
ProductZ-4-[4-bromo-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl esterHCID 86632065116.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 6-chlorooxindole (4.58 g, 20 mmol) and 4-(4-bromo-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester (10 g, 26 mmol) in methanol (50 mL) was added piperidine (2.56 mL, 26 mmol) dropwise. The mixture was then heated at 100° C. for 3 h. After cooled to 4° C., the mixture was filtered and the precipitate was collected, dried to give the title compound as a bright yellow solid (12.4 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-b42f1d80e3574b448c522854ac3694a4
Source noteuspto-grants-2010_08