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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505427Generated: November 1, 2026

Diethyl Ether → 5,5-Dimethyl-3-[6-({3-[(trifluoromethyl)oxy]phenyl}oxy)-3-pyridinyl]-2,4-imidazolidinedione

https://huagongshe.com/reaction/1505427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Trifluoromethoxy)phenolHCID 2733261—
ReactantHCID 67235281HCID 67235281—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5,5-Dimethyl-3-[6-({3-[(trifluoromethyl)oxy]phenyl}oxy)-3-pyridinyl]-2,4-imidazolidinedioneHCID 5324050753.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

3-[(trifluoromethyl)oxy]phenol (19.95 mg, 0.112 mmol) was dissolved in 1 mL of dimethylformamide. 3-(6-fluoro-3-pyridinyl)-5,5-dimethyl-2,4-imidazolidinedione (Intermediate 106, 25 mg) and potassium carbonate (31.0 mg, 0.224 mmol) were added. The reaction mixture was stirred at 120° C. during 22 hours. Some diethylether (4 mL) and water (4 mL) were added. The aqueous layer was extracted 4 times with diethylether. The gathered organic layers were dried over sodium sulphate and evaporated giving a residue, which was purified by mass directed purification (METHOD I). After evaporation of the fraction, addition of a solution of saturated NaHCO3 (3 mL) and extraction with dichloromethane (four times 4 mL), evaporation afforded the title compound as a white solid (23 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216967B2
Source datasetuspto-grants-2015_12
ORD IDord-c8272bbd3ed64f5ab27b65bc532f101b
Source noteuspto-grants-2015_12