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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731560Generated: October 29, 2026

Dimethylformamide → 2-{2-[3-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-1-yl]ethyl}-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/731560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhthalic acid, dipotassium saltHCID 78125—
Reactant1-(2-chloroethyl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 22028179—
SolventWaterHCID 962—
Product2-{2-[3-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-1-yl]ethyl}-1H-isoindole-1,3(2H)-dioneHCID 22028176—

Reaction Conditions

Temperature115 °C

Reaction Steps

A solution of 1-(2-chloroethyl)-3-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (3.84 g, 12.0 mmol) in DMF is treated with potassium phthalate (2.78 g, 15.0 mmol, heated at 115° C. for 16 h, cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The resultant residue is crystallized from CH2Cl2/hexane to afford the title compound as a white solid, 4.54 g, characterized by HNMR analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585873B2
Source datasetuspto-grants-2009_09
ORD IDord-bb83758a7b0a4e3d966adc050babc6c2
Source noteuspto-grants-2009_09