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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43367Generated: October 28, 2026

Hydrochloric Acid → 1,1-dimethylethyl(3R)-3-methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1-piperazinecarboxylate

https://huagongshe.com/reaction/43367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-1-Boc-3-methylpiperazineHCID 2756811—
Reactant4-(Trifluoromethyl)benzenesulfonyl chlorideHCID 2777399—
SolventDichloromethaneHCID 6344—
Product1,1-dimethylethyl(3R)-3-methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1-piperazinecarboxylateHCID 59152115110.8%

Reaction Steps

To a solution of 1,1-dimethylethyl (3R)-3-methyl-1-piperazinecarboxylate (1.5 g, 7.49 mmol, supplier Aldrich) in DCM (30 ml) was added DIPEA (1.962 ml, 11.23 mmol) and then portionwise addition of 4-(trifluoromethyl)benzenesulfonyl chloride (2.2 g, 8.99 mmol) at room temperature. The resultant mixture was stirred under an atmosphere of Ar for 2 hours before addition of 1M HCl solution (75 ml) and DCM (75 ml). The layers were separated and the aqueous layer was then re-extracted with DCM (75 ml), the organic layers were combined and washed with saturated brine solution (100 ml). The organic layers were then separated, dried (MgSO4) and concentrated to dryness giving the title compound (3.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536183B2
Source datasetuspto-grants-2013_09
ORD IDord-d093b14b01d54bea9f3acfa14381bcfe
Source noteuspto-grants-2013_09