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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271239Generated: October 27, 2026

Triethylamine → 2-(2-{4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)benzo[c]azolidine-1,3-dione

https://huagongshe.com/reaction/271239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
Reactant(2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-olHCID 29943216—
SolventEthanolHCID 702—
Product2-(2-{4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)benzo[c]azolidine-1,3-dioneHCID 21060622—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol (500 mg, 1.63 mmol) in EtOH (25 mL) was added N-(2-bromoethyl) phthalimide (435 mg, 1.71 mmol) and Et3N (0.79 mL, 5.7 mmol). The reacting solution was shaken at 90° C. for 16 hours. Upon cooling, the solution was concentrated to an oil and purified via flash column chromatography (4:1 EtOAc/MeOH) to afford 2-(2-{4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)benzo[c]azolidine-1,3-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452889B2
Source datasetuspto-grants-2008_11
ORD IDord-043fb50b38864f2aadb9394ee7a8eb35
Source noteuspto-grants-2008_11