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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38797Generated: October 25, 2026

Dimethylformamide → 4-{[2-(2,4-Dichlorophenoxy)-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholine

https://huagongshe.com/reaction/38797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,4-DichlorophenolHCID 8449—
ReactantCesium carbonateHCID 10796—
Reactant4-{[2-Chloro-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholineHCID 58168707—
SolventEthyl AcetateHCID 8857—
Product4-{[2-(2,4-Dichlorophenoxy)-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholineHCID 5816891714.8%

Reaction Steps

A mixture of 4-{[2-chloro-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholine (170 mg), 2,4-dichlorophenol (112 mg), cesium carbonate (225 mg), and N,N-dimethyl formamide (2 mL) was stirred at room temperature for 15 hours, and then at 100° C. for 10 hours. To the reaction liquid was added ethyl acetate (30 mL), followed by washing with saturated brine (20 mL) and a saturated aqueous ammonium chloride solution (20 mL) in this order, the organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform-ethyl acetate) to obtain 4-{[2-(2,4-dichlorophenoxy)-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholine (36 mg) as a brown oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524727B2
Source datasetuspto-grants-2013_09
ORD IDord-ede3ef95ab5b46a7921b21cd3ced2f4f
Source noteuspto-grants-2013_09