Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504465Generated: October 26, 2026

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

https://huagongshe.com/reaction/504465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant4-(4-Chloro-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl esterHCID 57750193—
SolventMethanolHCID 887—
ProductZ-4-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl esterHCID 8663205640.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 6-chlorooxindole (0.84 g, 5 mmol) and 4-(4-chloro-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester (1.7 g, 5 mmol) in methanol (10 mL) was added pyrrolidine (0.4 mL, 5 mmol) dropwise. The mixture was then heated at 70° 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 (1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-a7c47a1a22b549aabdc68b7ce0339f4c
Source noteuspto-grants-2010_08