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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080377Generated: November 1, 2026

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

https://huagongshe.com/reaction/2080377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactantp-ChlorothiophenolHCID 7815—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 23114710HCID 23114710—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
Product2-{[(4-Chlorophenyl)sulfanyl](2,5-difluorophenyl)methyl}-3-methylpyridineHCID 2311481089%

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 4 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 the reaction mixture was cooled to room temperature, diethyl ether (50 ml) was added thereto. The resulting mixture was washed with water and brine. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue thus obtained was subjected to silica gel chromatography (hexane:ethyl acetate=10:1) to give the title compound (103 mg, 89%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932271B2
Source datasetuspto-grants-2011_04
ORD IDord-b377d5af5d6c49978e30dcd606061f1b
Source noteuspto-grants-2011_04