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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2213558Generated: October 31, 2026

1,2-Dichloroethane → 2-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide

https://huagongshe.com/reaction/2213558

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAnilineHCID 6115—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-Methyl-6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-3-carboxylic acidHCID 21957593—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventSodium CarbonateHCID 10340—
Product2-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamideHCID 2105155378.3%

Reaction Steps

A mixture of 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid (Example B, 268.5 mg, 1.5 mmol), HOBt (202.5 mg, 1.5 mmol) and EDC (573.5 mg, 3 mmol) in dry DMF (5 mL) was stirred at room temperature for 20 min. Then aniline (3.0 mmol) was added to the mixture and stirring was continued for 24 hours. The reaction was diluted with sat. Na2CO3 and water, the solid was collected by vacuum filtration, washed with sat. Na2CO3 and water in turn, dried to give 315 mg of the titled compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105562B2
Source datasetuspto-grants-2006_09
ORD IDord-12a6b5ef39fd42db8d9d0184fa36b396
Source noteuspto-grants-2006_09