HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268965Generated: October 30, 2026
Sodium Iodide → 5-Iodo-3-(trifluoromethyl)pyridin-2-amine
https://huagongshe.com/reaction/268965
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 5-Bromo-3-(trifluoromethyl)pyridin-2-amine | HCID 20525383 | — |
| Catalyst | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 5-Iodo-3-(trifluoromethyl)pyridin-2-amine | HCID 58235306 | 102% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07446113B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-a774a02f03634853adede33f69fc3246 |
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| Source note | uspto-grants-2008_11 |
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