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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477697Generated: November 1, 2026

Dimethylformamide → 3-{4-[(4-Chlorobenzyl)oxy]benzyl}-6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1477697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantLithium hydrideHCID 62714—
Reactant1-Chloro-4-{[4-(chloromethyl)phenoxy]methyl}benzeneHCID 12648423—
Reactant6-[4-(4-Fluorphenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dioneHCID 117839334—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product3-{4-[(4-Chlorobenzyl)oxy]benzyl}-6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dioneHCID 117839829—

Reaction Steps

In argon atmosphere, to an N,N-dimethylformamide solution (5 mL) of 6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dione (200 mg, 0.69 mmol) synthesized in Reference Synthesis Example 18, lithium hydride (12 mg, 1.51 mmol) was added at 0° C. and the resultant mixture was stirred for 1 hour. To the mixture, 1-chloro-4-{[4-(chloromethyl)phenoxy]methyl}benzene (183 mg, 0.69 mmol) was added and the resultant mixture was stirred at 50° C. for 2 hours and at 70° C. for 3 days. After the completion of the reaction, water and ethanol were added to the reaction solution and a resultant solid was filtered to obtain a crude product of a precursor (66St) of the title compound, which was used as it was in the next reaction below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403798B2
Source datasetuspto-grants-2016_08
ORD IDord-2089749750664417bf65e7ef4872c04a
Source noteuspto-grants-2016_08