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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927202Generated: October 31, 2026

Acetic Acid → 3-(2-(Trifluoromethyl)pyridin-4-ylamino)cyclopent-2-enone

https://huagongshe.com/reaction/927202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,3-CyclopentanedioneHCID 77466—
Reactant2-(Trifluoromethyl)pyridin-4-amineHCID 10261388—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product3-(2-(Trifluoromethyl)pyridin-4-ylamino)cyclopent-2-enoneHCID 90311002—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of cyclopentane-1,3-dione (1.51 g, 15.4 mmol), 2-(trifluoromethyl)pyridin-4-amine (2.50 g, 15.4 mmol) and acetic acid (7.5 mL) is heated at 130° C. for 5 h, cooled at room temperature, diluted with water and methanol, and purified by reversed phase HPLC (Waters SunFire™-C18, gradient of acetonitrile in water, 0.1% formic acid). Yield: 2.26 g; ESI mass spectrum [M+H]+=243; Retention time HPLC: 0.77 min (Z018_S04).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290459B1
Source datasetuspto-grants-2016_03
ORD IDord-8eb5b5df1fd243fc9ca3e86f74c86a21
Source noteuspto-grants-2016_03