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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537030Generated: October 25, 2026

Trifluoroacetic acid → 4-Iodo-5-methylpyridin-2-amine

https://huagongshe.com/reaction/537030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amineHCID 66747638—
SolventDichloromethaneHCID 6344—
Product4-Iodo-5-methylpyridin-2-amineHCID 6674786375%

Reaction Steps

To a solution of N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine (118 g, 310 mmol) in DCM (1900 mL) was added TFA (360 mL, 4830 mmol). The reaction mixture was allowed to stir at rt for 2 h and was then concentrated. The residue was dissolved in EtOAc and diluted with saturated aqueous NaHCO3. The mixture was extracted with EtOAc. The organic solutions were combined, washed with brine, dried over Na2SO4, filtered and concentrated to give 4-iodo-5-methylpyridin-2-amine (53 g, 75%) which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859768B2
Source datasetuspto-grants-2014_10
ORD IDord-53c9cc6ca31e48b7a5fe269bf9f6357e
Source noteuspto-grants-2014_10