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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79215Generated: October 26, 2026

Triethylamine → Tert-butyl 4-(6-chloropyridin-3-ylsulfonyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/79215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant2-Chloro-5-pyridinesulfonyl chlorideHCID 2792792—
ReactantDichloromethane methanolHCID 21226129—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 4-(6-chloropyridin-3-ylsulfonyl)piperazine-1-carboxylateHCID 1173994084.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred ice-cooled solution of tert-butyl 1-piperazinecarboxylate (0.88 g, 4.7 mmol), triethylamine (1.3 mL, 9.4 mmol), and 4-dimethylaminopyridine (0.0058 g, 0.047 mmol) in DCM (10 mL) was added 6-chloropyridine-3-sulfonyl chloride (1.0 g, 4.7 mmol) in one portion. The resulting mixture was stirred at 0° C. and gradually warmed up to ambient temperature for 1.5 h. Upon workup, the mixture was directly subjected to combi-flash column chromatography (methanol/DCM) to give compound 360 (1.44 g, 84% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841312B2
Source datasetuspto-grants-2014_09
ORD IDord-d8ee2b73ecaa4d95870b1838d9deaa5e
Source noteuspto-grants-2014_09