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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748744Generated: October 29, 2026

Dimethylformamide → 2-{[(4-Chlorophenyl)sulfanyl](2,5-difluorophenyl)methyl}-3-methylpyridine

https://huagongshe.com/reaction/748744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactantp-ChlorothiophenolHCID 7815—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 23114710HCID 23114710—
SolventDiethyl EtherHCID 3283—
Product2-{[(4-Chlorophenyl)sulfanyl](2,5-difluorophenyl)methyl}-3-methylpyridineHCID 23114810—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a dimethylformamide (5 ml) solution of the 2-[chloro-(2,5-difluorophenyl)methyl]-3-methylpyridine hydrochloride (94 mg, 0.32 mmol) obtained in Referential Example 14 were added 4-chlorobenzenethiol (70 mg, 0.49 mmol) and potassium carbonate (265 mg, 1.92 mmol) under a nitrogen atmosphere. The resulting mixture was stirred at 50° C. for 1 hour. After cooling to room temperature, diethyl ether (50 ml) was added to the reaction mixture. The resulting mixture was washed with water and brine. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography (hexane:ethyl acetate 10:1), whereby the title compound (103 mg, 89%) was obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-4a0a63c62b6e4423ad675019fdde69ee
Source noteuspto-grants-2008_07