HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (2R)-3-[4-(4-indan-5-yloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromo-1-indan-5-yloxybutane | HCID 13058965 | — |
| Reactant | (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol | HCID 29943216 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2R)-3-[4-(4-indan-5-yloxybutyl)piperazinyl]-1-(2-methylbenzothiazol-5-yloxy)propan-2-ol | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262198B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-34f688b7ec4e4022bfe2496a8d85fef0 |
| Source note | uspto-grants-2007_08 |