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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331122Generated: October 28, 2026

Water → HCID 67413381, compound

https://huagongshe.com/reaction/331122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-ChloronicotinonitrileHCID 81079—
ReactantHCID 23023142HCID 23023142—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67413381HCID 6741338158.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(3-hydroxy-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (300 mg, 1.0 mmol) in DMSO (5.0 mL) were added Cs2CO3 (660 mg, 2.0 mmol) and 2-chloro-3-pyridinecarbonitrile (172 mg, 1.2 mmol). The mixture was heated at 60° C. for 90 min. The reaction mixture was cooled to rt, poured into water, and extracted with EtOAc (3×). The organic layer was separated and dried (Na2SO4). The crude residue was purified (FCC) to give 4-[3-(3-cyano-pyridin-2-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester (229 mg, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877769B2
Source datasetuspto-grants-2014_11
ORD IDord-30c3a8a36aaa4becba4191e245c3d9c0
Source noteuspto-grants-2014_11