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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558176Generated: October 29, 2026

Potassium Carbonate → 5-(2-(Quinolin-4-yl)methoxyphenyl)-N-(3-trifluoromethylphenyl)-1,3,4-oxadiazol-2-amine

https://huagongshe.com/reaction/558176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)quinolineHCID 12355701—
Reactant2-(5-(3-Trifluoromethylphenylamino)-1,3,4-oxadiazol-2-yl) phenolHCID 136094543—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-(2-(Quinolin-4-yl)methoxyphenyl)-N-(3-trifluoromethylphenyl)-1,3,4-oxadiazol-2-amineHCID 2499553427.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-(5-(3-trifluoromethylphenylamino)-1,3,4-oxadiazol-2-yl) phenol (100 mg, 0.31 mmol; Reference Compound 9-(1)) and 4-chloromethylquinoline (55 mg, 0.31 mmol) in N,N-dimethylformamide (1.0 mL) was added potassium carbonate (86 mg, 0.62 mmol) at room temperature and then the mixture was stirred at 60° C. over night. The reaction solution was cooled to a room temperature and diluted with ethyl acetate (100 mL). The ethyl acetate solution was washed with a saturated brine solution (30 mL), dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The residue was purified with a silica gel column chromatography (hexane/ethyl acetate) to give 39 mg (27%) of the titled compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063034B2
Source datasetuspto-grants-2011_11
ORD IDord-fe80f13933c74b7091215f7ef9d86aff
Source noteuspto-grants-2011_11