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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2237828Generated: October 30, 2026

Sodium Iodide → 5-Iodo-3-(trifluoromethyl)pyridin-2-amine

https://huagongshe.com/reaction/2237828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant5-Bromo-3-(trifluoromethyl)pyridin-2-amineHCID 20525383—
CatalystN,N'-DimethylethylenediamineHCID 8070—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1-ButanolHCID 263—
Product5-Iodo-3-(trifluoromethyl)pyridin-2-amineHCID 58235306102%

Reaction Conditions

Temperature23 °C

Reaction Steps

A mixture of 5-bromo-3-trifluoromethyl-pyridin-2-ylamine (example C.18 step 3) (723 mg, 3 mmol), sodium iodide (900 mg, 6 mmol), copper (I) iodide (29 mg, 5 mol %) and N,N′-dimethylethylendiamine (26 mg, 10 mol %) in n-butanol (6 mL) was stirred at reflux under argon atmosphere for 18 h. The reaction mixture was cooled to 23° C., extracted with ethyl acetate and water, the organic layers were dried over MgSO4, filtered and evaporated to leave the title compound as a brown solid (880 mg, 102%), which was used without further purification. MS (ISN) 287.0 [(M−H)−].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718661B2
Source datasetuspto-grants-2010_05
ORD IDord-bc83129c19cd46b3b7cc3617bfcdce7a
Source noteuspto-grants-2010_05