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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433067Generated: October 26, 2026

Dimethylformamide → 1-(2-Iodobenzoyl)-5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehyde

https://huagongshe.com/reaction/433067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Iodobenzoyl chlorideHCID 69112—
Reactant6-Methoxy-3-nitropyridine-2-acetonitrileHCID 639510—
Product1-(2-Iodobenzoyl)-5-methoxy-1H-pyrrolo[3,2-b]pyridine-3-carbaldehydeHCID 18758241—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under an argon atmosphere, 0.56 mmol of the compound obtained in Step A are dissolved in 5 ml of DMF, and then 0.68 mmol of NaH are added at 0° C., over a period of 30 minutes. After 30 minutes' stirring at 0° C., 0.68 mmol of 2-iodobenzoyl chloride dissolved in 5 ml of DMF is added dropwise to the mixture. After 3 hours' stirring, the solvents are removed by evaporation and the residue is taken up in water and extracted with dichloromethane. After drying over magnesium sulphate and removal of the solvents by evaporation, the residue is purified by flash chromatography over silica gel (eluant:petroleum ether/ethyl acetate) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667304B2
Source datasetuspto-grants-2003_12
ORD IDord-0ef1ca36a1514b65987adfd4ee1c2dc6
Source noteuspto-grants-2003_12