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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112923Generated: October 31, 2026

Water → HCID 57642836, compound

https://huagongshe.com/reaction/2112923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 23085260HCID 23085260—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57642836HCID 5764283631.6%

Reaction Conditions

Temperature180 °C

Reaction Steps

A solution of 3-(2-butynyl)-4-chloro-1-methyl-1,3-dihydroimidazo[4.5-c]pyridin-2-one (compound 82d) (0.865 g) and piperazine-1-carboxylic acid t-butyl ester (4.57 g) in 1-methyl-2-pyrrolidone (2 mL) was heated at 180° C. for two hours under a nitrogen atmosphere. Piperazine-1-carboxylic acid t-butyl ester (5.00 g) was then added again, and this was heated at 180° C. for five hours. Ethyl acetate (400 mL) and water (200 mL) were added, and the organic layer was washed twice with 200 mL of water and then once with 200 mL of saturated aqueous sodium chloride solution, and then was dried over anhydrous magnesium sulfate. The organic layer was filtered and concentrated under reduced pressure, and the residue was purified by silica gel chromatography. The ethyl acetate:hexane 3:2 fraction gave the title compound (0.447 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524847B2
Source datasetuspto-grants-2009_04
ORD IDord-48ad627b858b4650b3df4c6850360fad
Source noteuspto-grants-2009_04