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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827880Generated: October 25, 2026

Triethylamine → 3-(4-{[5-(3-Fluorophenyl)(1,2,4-oxadiazol-3-yl)]methyl}piperazinyl)-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol

https://huagongshe.com/reaction/1827880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(chloromethyl)-5-(3-fluorophenyl)-1,2,4-oxadiazoleHCID 10262618—
Reactant(2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-olHCID 58595334—
SolventEthanolHCID 702—
Product3-(4-{[5-(3-Fluorophenyl)(1,2,4-oxadiazol-3-yl)]methyl}piperazinyl)-1-(2-methylbenzothiazol-5-yloxy)propan-2-olHCID 22064288—

Reaction Conditions

Temperature90 °C

Reaction Steps

3-(Chloromethyl)-5-(3-fluorophenyl)-1,2,4-oxadiazole (242 mg, 1.02 mmol) and (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazine-1-yl-propan-2-ol, a compound of formula (6) (309 mg, 1.0 mmol) in EtOH (8 mL) were treated with Et3N (0.5 mL, 3.57 mmol) and refluxed at 90° C. on a J-Kem™ block for 48 hours. The reaction product was concentrated and the product purified by flash chromatography (90:10 EtOAc-MeOH) to yield 3-(4-{[5-(3-fluorophenyl)(1,2,4-oxadiazol-3-yl)]methyl}piperazinyl)-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol, a compound of Formula I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056924B2
Source datasetuspto-grants-2006_06
ORD IDord-d022231a58ee48089fa0cccd4c19e824
Source noteuspto-grants-2006_06