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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276884Generated: October 26, 2026

1-(2-Methoxyphenyl)piperazine → 2a-[4-{4-(2-Methoxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one

https://huagongshe.com/reaction/276884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Methoxyphenyl)piperazineHCID 1346—
ReactantPotassium CarbonateHCID 11430—
Reactant2a-(4-Bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 10590894—
SolventDimethylformamideHCID 6228—
Product2a-[4-{4-(2-Methoxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 984500694.4%

Reaction Steps

2a-(4-Bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one (220 mg, 0.72 mmol), 4-(2-methoxyphenyl)piperazine (150 mg, 0.79 mmol) and potassium carbonate (150 mg, 1.1 mmol) were stirred in anhydrous N,N-dimethylformamide (5 ml) at 50° C. for 4 hours. The solvent was evaporated under a reduced pressure, and the thus obtained residue was mixed with ethyl acetate and water. The reaction product was extracted with ethyl acetate, washed with saturated brine and dried with anhydrous sodium sulfate. Then the compound obtained by the evaporation of the solvent under a reduced pressure was separated and purified by a silica gel column chromatography to obtain 280 mg of the title compound (0.68 mmol, 94% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355642B1
Source datasetuspto-grants-2002_03
ORD IDord-05400052ced047f8a15bff83e575e081
Source noteuspto-grants-2002_03