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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891535Generated: November 1, 2026

Trifluoroacetic acid → 4-(5-(2-Amino-pyridin-3-yl)isoxazol-3-ylmethyl)phenol

https://huagongshe.com/reaction/1891535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantThioanisoleHCID 7520—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(3-(4-Benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamineHCID 16061508—
SolventEthyl AcetateHCID 8857—
Product4-(5-(2-Amino-pyridin-3-yl)isoxazol-3-ylmethyl)phenolHCID 25114386100%

Reaction Steps

To a mixture of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine (32 mg, 0.090 mmol) described in Example 1 and trifluoroacetic acid (1 mL) was added thioanisole (45 mg, 0.36 mmol) at room temperature, which was stirred for 2 hours at the same temperature. To a mixture of saturated aqueous sodium hydrogencarbonate solution and ethyl acetate was added the reaction mixture. The organic layer was separated and washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1) to obtain the title compound (24 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507530B2
Source datasetuspto-grants-2013_08
ORD IDord-7647125cfee4493d8a85c18f91772554
Source noteuspto-grants-2013_08