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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450416Generated: October 27, 2026

1H-Pyrrole-2-carbonitrile, 1-[4-(bromomethyl)phenyl]- → 2-Cyano-1-[4-((1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl)phenyl]pyrrole

https://huagongshe.com/reaction/1450416

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Pyrrole-2-carbonitrile, 1-[4-(bromomethyl)phenyl]-HCID 10332861—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-Cyano-1-[4-((1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl)phenyl]pyrroleHCID 19975795—

Reaction Conditions

Temperature70 °C

Reaction Steps

7.0 g (65.1 mmol) 1-(4-(bromomethyl)phenyl)-2-cyanopyrrole (prepared according to P. R. Bovy et al., J. Med Chem. 1993, 36, 101) and 22.0 g (119 mmol) potassium phthalimide were dissolved in 260 ml dry DMF and stirred at 70° C. for 10 h. It was cooled to room temperature, and 600 ml ice-cold water were added. After extraction with ethyl acetate, the organic layer was dried over sodium sulfate, and evaporated in vacuo. The remaining oil solidified upon standing, and it was stirred with t-butylmethylether to give pale yellow crystals of the title compound, which were filtered with suction and dried in vacuo,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05602136
Source datasetuspto-grants-1997_02
ORD IDord-4c50926cc2d84a198e0d64b464eadea9
Source noteuspto-grants-1997_02