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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878758Generated: October 27, 2026

Water → 3-Fluoro-2-iodo-6-methylpyridine

https://huagongshe.com/reaction/878758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant2-Bromo-3-fluoro-6-methylpyridineHCID 24820318—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
Product3-Fluoro-2-iodo-6-methylpyridineHCID 8670739194%

Reaction Steps

To a solution of 2-bromo-3-fluoro-6-methylpyridine (1000 mg, 5.26 mmol) in 1,4-dioxane (16 mL) were added sodium iodide (1580 mg, 10.52 mmol), copper (I) iodide (150 mg, 0.26 mmol), N,N′-dimethylethylenediamine (62 μL, 0.58 mmol) under argon atmosphere. The reaction solution was heated to reflux for 4 hours, cooled to room temperature, and then to the reaction solution was added water. The mixture was extracted with ethyl acetate twice. The organic layer was combined, washed with aqueous citric acid solution and saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give 3-fluoro-2-iodo-6-methylpyridine (1169 mg, 94%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987445B2
Source datasetuspto-grants-2015_03
ORD IDord-69cf8ff0eaaa4393939385cc388c468b
Source noteuspto-grants-2015_03