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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951655Generated: November 2, 2026

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

https://huagongshe.com/reaction/1951655

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 57443400115.9%

Reaction Steps

To a solution of 8.65 g (19.6 mmol) (6-chloro-4-iodo-pyridin-3-yl)-methyl-carbamic acid tert-butyl ester in 20 ml dichloromethane were added 20.0 ml (261 mmol) trifluoroacetic acid at 0° C. After stirring for 2 h at room temperature the reaction mixture was concentrated in vacuo. The residue was treated with 50 ml saturated sodium carbonate solution and extracted three times with 75 ml ethyl acetate. The combined organic layers were washed with 50 ml brine, dried over sodium sulfate and concentrated in vacuo to give 6.1 g (87%) of the title compound as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404708B2
Source datasetuspto-grants-2013_03
ORD IDord-9f026505fd3045209b7672398189f8ff
Source noteuspto-grants-2013_03