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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38798Generated: October 25, 2026

Dimethylformamide → 4-({2-[(3-Chlorophenyl)sulfanyl]-4-(trifluoromethyl)pyrimidin-5-yl}carbonyl)morpholine

https://huagongshe.com/reaction/38798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant3-ChlorothiophenolHCID 16257—
Reactant4-{[2-Chloro-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholineHCID 58168707—
SolventEthyl AcetateHCID 8857—
Product4-({2-[(3-Chlorophenyl)sulfanyl]-4-(trifluoromethyl)pyrimidin-5-yl}carbonyl)morpholineHCID 5816880780.2%

Reaction Steps

A mixture of 4-{[2-chloro-4-(trifluoromethyl)pyrimidin-5-yl]carbonyl}morpholine (167 mg), 3-chlorobenzenethiol (98 mg), cesium carbonate (221 mg), and N,N-dimethyl formamide (2 mL) was stirred at room temperature for 15 hours, and then at 70° 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-[(3-chlorophenyl)sulfanyl]-4-(trifluoromethyl)pyrimidin-5-yl}carbonyl)morpholine (183 mg) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524727B2
Source datasetuspto-grants-2013_09
ORD IDord-523e0a259c544d989c25e17604047af5
Source noteuspto-grants-2013_09