Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836840Generated: October 31, 2026

Water → 6-[4-(t-butoxycarbonyl)piperazin-1-yl]-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/1836840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant6-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-oneHCID 10725709—
SolventDimethyl SulfoxideHCID 679—
Product6-[4-(t-butoxycarbonyl)piperazin-1-yl]-3,4-dihydro-2H-isoquinolin-1-oneHCID 2218054324.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

6-Fluoro-3,4-dihydro-2H-isoquinolin-1-one (0.99 g) prepared according to the method described in J. Med. Chem., Vol. 39, 4583-4591 (1996) was dissolved in dimethyl sulfoxide (2.5 ml). N-t-Butoxycarbonylpiperazine (3.4 g) was added to the solution, and the mixture was stirred at 120° C. overnight. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was then removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=1:3) to give 6-[4-(t-butoxycarbonyl)piperazin-1-yl]-3,4-dihydro-2H-isoquinolin-1-one (0.495 g, 24.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777414B1
Source datasetuspto-grants-2004_08
ORD IDord-d501e6a1ce2145dea31f43339920ad1b
Source noteuspto-grants-2004_08