Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2226110Generated: October 31, 2026

Hydrochloric Acid → HCID 15016120, compound

https://huagongshe.com/reaction/2226110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Fluorobenzyl bromideHCID 68021—
ReactantPiperazine, 1-(o-methoxyphenyl)-4-(2-(4-pyridyl)ethyl)-HCID 199288—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15016120HCID 15016120—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1-(2-Methoxyphenyl)-4-[2-(4-pyridyl)ethyl]piperazine (5.94 g, 20 mmol) was dissolved in anhydrous THF (70 ml) and the solution cooled to about -78° C., n-Butyllithium (1.6M solution in hexane, 18 ml) was added in portions, then the mixture was stirred for 1 hour, at below -70° C. The anion was quenched with p-fluorobenzylbromide (3.18 g, 16.8 mmol) in THF (3 ml and the mixture was warmed to room temperature when water (50 ml) was added. The organic component was extracted by dichloromethane, then washed with brine, dried using sodium sulphate and concentrated in vacuo. The resulting oil was purified by column chromatography using methanol:chloroform (0:100-5:95 gradient), affording the pure product. Addition of ethanolic HCl to the oil gave the title compound as the trihydrochloride 1.5 hydrate (1.25 g), m.p. 173°-175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05346896
Source datasetuspto-grants-1994_09
ORD IDord-7ff2b03bda414fd1a1840691bbd6524d
Source noteuspto-grants-1994_09