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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2213560Generated: November 1, 2026

Piperidine → 2-Methyl-6-[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2213560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantOxindoleHCID 321710—
ReactantHCID 21051547HCID 21051547—
SolventDimethylformamideHCID 6228—
Product2-Methyl-6-[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl esterHCID 1137068658%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of oxindole (44 mg, 0.33 mmol) and 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester (Example A, 62 mg, 0.3 mmol) in DMF (5 mL)-piperidine (0.5 mL) was heated at 110° C. with stirring for 72 hours. Most of the solvent was removed under reduced pressure and the residue was diluted with ethanol. The resulted precipitate was collected by filtration, washed with ethanol and dried to give 56 mg (58%) of the titled compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105562B2
Source datasetuspto-grants-2006_09
ORD IDord-42764128e5c042eab751f33af6359458
Source noteuspto-grants-2006_09