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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504490Generated: November 3, 2026

Pyrrolidine → Z-6-Chloro-3-[5-chloro-2-(3-methyl-oxetan-3-ylmethoxy)-benzylidene]-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/504490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant5-Chloro-2-(3-methyl-oxetan-3-ylmethoxy)-benzaldehydeHCID 57750120—
SolventMethanolHCID 887—
ProductZ-6-Chloro-3-[5-chloro-2-(3-methyl-oxetan-3-ylmethoxy)-benzylidene]-1,3-dihydro-indol-2-oneHCID 8663206277.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

To the mixture of 5-chloro-2-(3-methyl-oxetan-3-ylmethoxy)-benzaldehyde (2 g, 8.3 mmol) and 6-Chloro-1,3-dihydro-indol-2-one (1.27 g, 7.6 mmol) in methanol (20 mL) was added pyrrolidine (0.6 g, 9.1 mmol) dropwise. The mixture was then heated at 70° C. for 2 h. After cooled to room temperature, the mixture was filtered and resulting precipitate was collected, dried to give title compound as a yellow solid (2.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-f06c8a05869d405c823e2fcc071c8362
Source noteuspto-grants-2010_08