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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748765Generated: October 26, 2026

Hexane → 2-[2-[(4-Chlorophenyl)sulfonyl]-2-(2,5-difluorophenyl)ethyl]pyridine

https://huagongshe.com/reaction/748765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantPiconolHCID 11474—
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
Reactant2-(((4-Chlorophenyl)sulfonyl)methyl)-1,4-difluorobenzeneHCID 9901028—
SolventTolueneHCID 1140—
SolventEthyl acetate hexaneHCID 21226206—
Product2-[2-[(4-Chlorophenyl)sulfonyl]-2-(2,5-difluorophenyl)ethyl]pyridineHCID 5975087749.5%

Reaction Steps

Under an argon atmosphere, the 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (150 mg, 0.495 mmol) obtained in Example 5 and 2-pyridylmethanol (95.5 μl, 0.990 mmol) were dissolved in toluene (5 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (239 mg, 0.990 mmol). The resulting mixture was heated under reflux for 18 hours under an argon atmosphere. The reaction mixture was then concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=1:1 eluate was concentrated. The solid thus obtained was recrystallized from ethyl acetate-hexane, whereby the title compound (96.6 mg, 0.245 mmol, 49%) was obtained as colorless needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-3b86339055a44d51895acad42f6e3a6f
Source noteuspto-grants-2008_07