HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (2R)-3-[4-(4-cyclopentyloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol | HCID 21911691 | — |
| Reactant | (4-Bromobutoxy)cyclopentane | HCID 21935507 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2R)-3-[4-(4-cyclopentyloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol | HCID 11166773 | — |
Reaction Steps
A solution of (4-bromobutoxy)cyclopentane (400 mg, 1.81 mmol) in EtOH (5 mL) was treated with DIEA (0.64 mL, 3.62 mmol) and 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol as prepared in Example 3A (557 mg, 1.81 mmol). The solution was stirred at reflux 15 hours. Upon cooling, the product was concentrated and purified by flash column chromatography (10% MeOH/EtOAc) to yield (2R)-3-[4-(4-cyclopentyloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262198B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-022364c413fe4308bac4a1d83b199127 |
| Source note | uspto-grants-2007_08 |