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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907548Generated: October 30, 2026

Cesium carbonate → HCID 59013890, compound

https://huagongshe.com/reaction/907548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
ReactantTert-butyl 4-(2-hydroxyphenyl)piperazine-1-carboxylateHCID 11543684—
SolventDimethylformamideHCID 6228—
ProductHCID 59013890HCID 5901389067.7%

Reaction Steps

A mixture of 4-(2-Hydroxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (18 mmol, 5 g), DMF (40 ml) and cesium carbonate (40 mmol, 13 g) was stirred at room temperature for 15 minutes, followed by addition of 4-picolyl chloride hydrochloride (18 mmol, 2.953 g). The resulting mixture was stirred at room temperature overnight. The reaction mixture was poured onto ice/water and extracted with ethyl acetate (3×). The combined organic layer was washed with Sat. NaCl. The crude product was purified on silica column using 75% EtOAc/hexanes to give 4-[2-(Pyridin-4-ylmethoxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (4.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013156B2
Source datasetuspto-grants-2011_09
ORD IDord-d00c9a93f8e0429da7cacc56c8271957
Source noteuspto-grants-2011_09