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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238960Generated: October 30, 2026

Triacetoxyperiodinane → 1-[4-chloro-2-(trifluoromethyl)phenyl]-2-methyl-N-[4-(methylsulfonyl)phenyl]-5-(2-oxoethyl)-1H-pyrrole-3-carboxamide

https://huagongshe.com/reaction/238960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant1-[4-Chloro-2-(trifluoromethyl)phenyl]-5-(2-hydroxyethyl)-2-methyl-N-[4-(methylsulfonyl)phenyl]-1H-pyrrole-3-carboxamideHCID 45278780—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product1-[4-chloro-2-(trifluoromethyl)phenyl]-2-methyl-N-[4-(methylsulfonyl)phenyl]-5-(2-oxoethyl)-1H-pyrrole-3-carboxamideHCID 8665865385.2%

Reaction Steps

To a solution of the compound (1.0 g, 2.0 mmol) of Example 1 in dichloromethane (10 mL), Dess-Martin reagent (1.3 g, 3.0 mmol) was added at 0° C. The reaction temperature was raised to room temperature, and after the mixture was further stirred for 1 hour, it was diluted with ethyl acetate and the organic layer was washed with an aqueous sodium hydrogencarbonate solution, an aqueous sodium thiosulfate solution, water and saturated brine. After the solution was dried with sodium sulfate, it was filtered and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give 1-[4-chloro-2-(trifluoromethyl)phenyl]-2-methyl-N-[4-(methylsulfonyl)phenyl]-5-(2-oxoethyl)-1H-pyrrole-3-carboxamide (0.85 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642640B2
Source datasetuspto-grants-2014_02
ORD IDord-0f6f24331b0345dbb224094bc25a3849
Source noteuspto-grants-2014_02