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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271056Generated: October 26, 2026

Sodium Iodide → 5-Iodo-3-methylpyridin-2-amine

https://huagongshe.com/reaction/1271056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant1,4-DioxaneHCID 31275—
Reactant2,3-Butanediamione, 2,3-dimethyl-HCID 123390—
Reactant2-Amino-5-bromo-3-methylpyridineHCID 137934—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
Product5-Iodo-3-methylpyridin-2-amineHCID 95958693%

Reaction Conditions

Temperature110 °C

Reaction Steps

To dioxane (10 mL) was added 5-bromo-3-methylpyridin-2-amine (2 g, 10.6 mmol), sodium iodide (3.2 g, 21.4 mmoL), copper iodide (0.190 g, 1.06 mmol) and the solution degassed followed by addition of tetramethylethane-1,2-diamine (0.803 mL, 1.06 mmol) this mixture heated at 110° C. overnight. After cooling water was added and extracted the crude product with ethyl acetate. The residue was purified by column chromatography to give 5-iodo-3-methylpyridin-2-amine as a beige solid (2.3 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205296B2
Source datasetuspto-grants-2007_04
ORD IDord-43d6e3a73cb3456fbaf97377735b77fa
Source noteuspto-grants-2007_04