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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927255Generated: October 31, 2026

Trifluoroacetic acid → HCID 59287379, compound

https://huagongshe.com/reaction/1927255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantThioanisoleHCID 7520—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 24883025HCID 24883025—
SolventWaterHCID 962—
ProductHCID 59287379HCID 59287379102.8%

Reaction Steps

To a solution of TFA (2 mL) of 3-(5-(4-benzyloxy-benzyl)-[1,2,4]-oxadiazol-3-yl)-pyridin-2-ylamine (52 mg) described in Example 13 was added thioanisole (68 μL) at 0° C., which was stirred for 2 hours and 40 minutes at room temperature. Sodium hydrogencarbonate and water were added at 0° C. to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate, and filtered, after which the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the titled compound (40 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-0d7ec370d6b34ea39af2eac60f46b0d9
Source noteuspto-grants-2012_05