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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919300Generated: November 1, 2026

4-Chloro-3-iodopyridin-2-amine → 4-Chloro-3-(methylthio)pyridin-2-amine

https://huagongshe.com/reaction/919300

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-iodopyridin-2-amineHCID 22936596—
ReactantMesnaHCID 23662354—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventIsopropanolHCID 3776—
Product4-Chloro-3-(methylthio)pyridin-2-amineHCID 90177075—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution 4-chloro-3-iodopyridin-2-amine (400 mg, 1.57 mmol), CuI (30 mg, 0.157 mmol) in i-PrOH (3 mL) and glycol (10 mg, 0.157 mmol) was added MeSNa (110 mg, 1.57 mmol). The resulting mixture was allowed to stir at 100° C. for 24 h. The reaction mixture was concentrated and the resulting residue was purified by column chromatography to afford the title compound as oil. LC/MS m/z=175.19 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273033B2
Source datasetuspto-grants-2016_03
ORD IDord-8d29595a5d554f4eaeea9f08677180aa
Source noteuspto-grants-2016_03