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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839829Generated: October 27, 2026

1,2-Dichloroethane → 4-(2,6-Difluoro-phenyl)-3-[1-[3-methyl-4-((s)-3-pyrrolidin-1-ylmethyl-piperidine-1-carbonyl)-1h-pyrrol-2-yl]-meth-(z)-ylidene]-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1839829

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(r)-3-Pyrrolidin-1-ylmethyl-piperidineHCID 7183063—
Reactant5-[4-(2,6-Difluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acidHCID 60061429—
SolventTetrahydrofuranHCID 8028—
Product4-(2,6-Difluoro-phenyl)-3-[1-[3-methyl-4-((s)-3-pyrrolidin-1-ylmethyl-piperidine-1-carbonyl)-1h-pyrrol-2-yl]-meth-(z)-ylidene]-1,3-dihydro-indol-2-oneHCID 6006148070%

Reaction Steps

5-[4-(2,6-Difluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acid (114 mg, 0.3 mmol) was coupled with (R)-3-pyrrolidin-1-ylmethyl-piperidine (99 mg, 2 eq.), HOBt (1 eq.), EDC (1.5 eq.) and TEA (3 drops) in THF (1 mL) and aceonitrile (1 mL) at rt for overnight to give 111.3 mg (70%) of the titled compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677368B2
Source datasetuspto-grants-2004_01
ORD IDord-3eb7c0213ba04101acd698d078df3122
Source noteuspto-grants-2004_01