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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331002Generated: October 28, 2026

N-Iodosuccinimide → 3-iodo-4-nitro-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/331002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
Reactant4-Nitro-7-azaindoleHCID 639248—
SolventDichloromethaneHCID 6344—
Product3-iodo-4-nitro-1H-pyrrolo[2,3-b]pyridineHCID 24729572106.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of 4-nitro-1H-pyrrolo[2,3-b]pyridine (4.5 g, 27.6 mmol) in DCM (180 mL) was added NIS (6.83 g, 30.3 mmol) over 30 mins at 0° C. The resulting mixture was stirred at 0° C. for another 1 hour. The reaction mixture was concentrated. The residue was suspended in DCM (ca. 25 mL), the solid was filtered and dried in a vacuum oven to give the title compound (8.51 g). LCMS (A): m/z (M+H)+ 290, C7H4IN3O2 requires 289 (acidic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877742B2
Source datasetuspto-grants-2014_11
ORD IDord-8fe97226204746689d50f3d53256a259
Source noteuspto-grants-2014_11