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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43408Generated: October 27, 2026

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

https://huagongshe.com/reaction/43408

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 numberUS08536183B2
Source datasetuspto-grants-2013_09
ORD IDord-c6dc240b9afc405b872d332be0c3b04c
Source noteuspto-grants-2013_09