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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271231Generated: October 26, 2026

Diisopropylethylamine → (2R)-3-[4-(4-indan-5-yloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol

https://huagongshe.com/reaction/271231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-1-indan-5-yloxybutaneHCID 13058965—
Reactant(2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-olHCID 29943216—
SolventEthanolHCID 702—
Product(2R)-3-[4-(4-indan-5-yloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-olHCID 11409334—

Reaction Steps

A solution of 4-bromo-1-indan-5-yloxybutane (934 mg, 3.46 mmol, crude) in EtOH (10 mL) was treated with (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol as prepared in Example 3A (250 mg, 0.81 mmol) and DIEA (0.57 mL, 3.3 mmol) and refluxed for 14 hours. Upon cooling to RT, the solution was then concentrated under reduced pressure and purified via an Isco™ (100% EtOAc 4 min, 10 min gradient to 25% MeOH/EtOAc, hold 6 min.) to afford (2R)-3-[4-(4-indan-5-yloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452889B2
Source datasetuspto-grants-2008_11
ORD IDord-b63a10537ccc442aa26f8be2d1a52533
Source noteuspto-grants-2008_11