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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839837Generated: October 26, 2026

1,2-Dichloroethane → 3-[1-[3-(4-Cyclopropylamino-piperidine-1-carbonyl)-5-methyl-1h-pyrrol-2-yl]-meth-(z)-ylidene]-4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1839837

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-Cyclopropylpiperidin-4-amineHCID 21973772—
Reactant2-[4-(3-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z) ylidenemethyl]-5-methyl-1H-pyrrole-3-carboxylic acidHCID 69740587—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product3-[1-[3-(4-Cyclopropylamino-piperidine-1-carbonyl)-5-methyl-1h-pyrrol-2-yl]-meth-(z)-ylidene]-4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-oneHCID 60061519—

Reaction Steps

To a solution of 2-[4-(3-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-5-methyl-1H-pyrrole-3-carboxylic acid (105 mg, 0.29 mmol), EDC (120 mg, 0.58 mmol), HOBt (40 mg, 0.3 mmol) in DMF (4 mL) was added TEA 90.15 mL) and cyclopropyl-piperidin-4-yl-amine. The mixture was stirred at rt for 20 hours. The reaction was diluted with DCM, washed with water, NaHCO3, dried and concentrated. The residue was purified on a silica gel column to give the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-f56386da8423428fb4ac63ff5f216629
Source noteuspto-grants-2004_01