HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(2-Methylbenzothiazol-5-yloxy)-3-[4-({5-[4-(trifluoromethyl)phenyl]isoxazol-3-yl}methyl)piperazinyl]propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(2-Methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol hydrochloride | HCID 22064155 | — |
| Reactant | 3-(Chloromethyl)-5-[4-(trifluoromethyl)phenyl]isoxazole | HCID 22064260 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 1-(2-Methylbenzothiazol-5-yloxy)-3-[4-({5-[4-(trifluoromethyl)phenyl]isoxazol-3-yl}methyl)piperazinyl]propan-2-ol | HCID 22064245 | — |
Reaction Steps
To a solution of 1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-ylpropan-2-ol hydrochloride (50 mg) in t-butanol at room temperature was added triethylamine (60 μl), and the mixture was stirred at room temperature for 5 minutes. To this mixture was added 3-(chloromethyl)-5-[4-(trifluoromethyl)phenyl]isoxazole (26 mg), and the mixture was stirred at 100° C. overnight. The solvent was removed under reduced pressure, and the residue was dissolved in 1 ml of methanol, and purified by preparative thin layer chromatography, eluting with 5% methanol/dichloromethane, to afford 1-(2-methylbenzothiazol-5-yloxy)-3-[4-({5-[4-(trifluoromethyl)phenyl]isoxazol-3-yl}methyl)piperazinyl]propan-2-ol, a compound of Formula I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06930111B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-70aa662533624c479a8aa4568a15b347 |
| Source note | uspto-grants-2005_08 |