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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271238Generated: October 26, 2026

Hydrochloric Acid → 4-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-(4-fluorophenyl)pyrrolidin-2-one

https://huagongshe.com/reaction/271238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Bromomethyl)-1-(4-fluorophenyl)pyrrolidin-2-oneHCID 21935487—
Reactant(2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-olHCID 29943216—
SolventDimethylformamideHCID 6228—
Product4-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-(4-fluorophenyl)pyrrolidin-2-oneHCID 11352505—

Reaction Steps

A solution of 4-(bromomethyl)-1-(4-fluorophenyl)pyrrolidin-2-one (0.04 g, 0.15 mmol), (2R)-3-(2-methylbenzothiazol-5-yloxy)-1-piperazinylpropan-2-ol 2×HCl (0.09 g, 0.24 mmol), and potassium carbonate (0.150 g, 1.15 mmol) in N,N′dimethylformamide (2 ml) was heated to 70° C. for 16 hours. The solution was filtered and the filtrate concentrated. The residue was purified using preparative chromatography (15:1 DCM:MeOH) to yield 4-({4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}methyl)-1-(4-fluorophenyl)pyrrolidin-2-one (M+1=498.99).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452889B2
Source datasetuspto-grants-2008_11
ORD IDord-a4b51a368e90458a9e842aaf925ebcb2
Source noteuspto-grants-2008_11