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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066136Generated: October 30, 2026

Diisopropylethylamine → (2S)-4-({4-[(Difluoromethyl)oxy]phenyl}sulfonyl)-2-methyl-1-[(6-methyl-3-pyridinyl)carbonyl]piperazine

https://huagongshe.com/reaction/2066136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Difluoromethoxy)benzenesulfonyl chlorideHCID 2778223—
Reactant(2S)-2-Methyl-1-[(6-methyl-3-pyridinyl)carbonyl]piperazineHCID 59161378—
SolventDimethylformamideHCID 6228—
Product(2S)-4-({4-[(Difluoromethyl)oxy]phenyl}sulfonyl)-2-methyl-1-[(6-methyl-3-pyridinyl)carbonyl]piperazineHCID 5916138337.1%

Reaction Steps

To a solution of (2S)-2-methyl-1-[(6-methyl-3-pyridinyl)carbonyl]piperazine (Description 13) (100 mg, 0.456 mmol) in DMF (10 ml) was added 4-[(difluoromethyl)oxy]benzenesulfonyl chloride (133 mg, 0.547 mmol). Finally DIPEA (0.239 ml, 1.368 mmol) was added and the reaction mixture was stirred at room temperature for 20 h. Solvent was removed by evaporation, the residue was dissolved in ethyl acetate and the solution washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4, filtered and evaporated to dryness and the residue was purified by MDAP to yield the title compound (72 mg) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288388B2
Source datasetuspto-grants-2012_10
ORD IDord-818de637db354d99a3cac08117645c09
Source noteuspto-grants-2012_10