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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969176Generated: November 3, 2026

Trifluoroacetic acid → 6-chloro-4-iodo-N-methylpyridin-3-amine

https://huagongshe.com/reaction/1969176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl (6-chloro-4-iodopyridin-3-yl)(methyl)carbamateHCID 57443399—
SolventDichloromethaneHCID 6344—
Product6-chloro-4-iodo-N-methylpyridin-3-amineHCID 5744340097.7%

Reaction Steps

To the solution of tert-butyl (6-chloro-4-iodopyridin-3-yl)(methyl)carbamate (62.5 g, 0.172 mol) in 500 mL of anhydrous DCM was added 180 mL of TFA. Then the solution was stirred at room temperature for 4 hrs. Concentrated to remove the solvent, and purified by flash chromatography to afford 45.1 g 6-chloro-4-iodo-N-methylpyridin-3-amine as a yellow solid (Yield: 97.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426450B1
Source datasetuspto-grants-2013_04
ORD IDord-5b59f63fff664a2eb39c6270c741fce4
Source noteuspto-grants-2013_04