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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527986Generated: November 1, 2026

N-Iodosuccinimide → 6-Chloro-5-iodopyrimidin-4-amine

https://huagongshe.com/reaction/527986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
Reactant4-Amino-6-chloropyrimidineHCID 238012—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-Chloro-5-iodopyrimidin-4-amineHCID 46855833—

Reaction Steps

To a solution of 6-chloropyrimidin-4-amine (1 g, 7.8 mmol) in 5 mL N,N-dimethylformamide was added N-iodosuccinimide (2.6 g, 11.6 mmol) and the mixture subjected to microwave irradiation (Biotage Initiator) at 100° C. for 30 minutes. The mixture was diluted with water and ethyl acetate and the ethyl acetate layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica gel, 25% ethyl acetate in hexane) afforded the title compound. LCMS: 255.91 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346813B2
Source datasetuspto-grants-2016_05
ORD IDord-b694db7943114eb19921b039e6774af2
Source noteuspto-grants-2016_05