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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171232Generated: November 1, 2026

Trifluoroacetic acid → 5-Fluoro-6-methoxypyridin-3-amine

https://huagongshe.com/reaction/2171232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl (5-fluoro-6-methoxypyridin-3-yl)carbamateHCID 89546885—
Product5-Fluoro-6-methoxypyridin-3-amineHCID 4548035111.6%

Reaction Steps

TFA (2 ml) was added to tert-butyl (5-fluoro-6-methoxypyridin-3-yl)carbamate (279 mg) obtained in the 1st step, followed by stirring at room temperature for 1 hour. The solvent was distilled away under reduced pressure and a 5M sodium hydroxide aqueous solution was added to the obtained residue at 0° C. so as to alkalify the mixture, followed by extraction with ethyl acetate. The organic layers were washed with saturated saline and dried over anhydrous sodium sulfate and the solvent was distilled away under reduced pressure. A light brown solid of 5-fluoro-6-methoxypyridin-3-amine (19 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-13ba9d3b2d9846ecbc3e2d54e22544f8
Source noteuspto-grants-2015_06