HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → n-(2-{4-[(2r)-2-Hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)[4-(trifluoromethyl)phenyl]carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-(((R)-oxiran-2-yl)methoxy)-2-methylbenzo[d]thiazole | HCID 21023606 | — |
| Reactant | n-(2-Piperazinylethyl)[4-(trifluoromethyl)phenyl]carboxamide | HCID 21060632 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | n-(2-{4-[(2r)-2-Hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)[4-(trifluoromethyl)phenyl]carboxamide | HCID 21060624 | — |
Reaction Steps
To a solution of N-(2-piperazinylethyl)[4-(trifluoromethyl)phenyl]carboxamide (0.2 g, 0.38 mmol) in ethanol was added diisopropyl ethylamine (0.25 ml, 1.5 mmol) and 5-[((2R)oxiran-2-yl)methoxy]-2-methylbenzothiazole (0.09 g, 0.42 mmol). The reaction was heated to 85 degrees for four hours. The mixture was then concentrated in vacuo and purified using preparative thin layer chromatography (10:1 DCM:MeOH) to yield N-(2-{4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinyl}ethyl)[4-(trifluoromethyl)phenyl]carboxamide (M+1=523.0).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452889B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-d437454b5b014cc49a0b8fa0aab07b25 |
| Source note | uspto-grants-2008_11 |