HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-(4-prop-2-ynylpiperazinyl)propan-2-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Propargyl bromide | HCID 7842 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol | HCID 58595334 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-(4-prop-2-ynylpiperazinyl)propan-2-ol | HCID 58595329 | 55,7% |
Reaktionsschritte
To a solution of (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol (800 mg, 2.6 mmol) in acetone (20 ml) was added propargyl bromide (80% solution, 0.290 ml, 2.6 mmol) and potassium carbonate (720 mg, 5.2 mmol). The solution was heated to reflux and stirred for 5 hours. Thin layer chromatography (10:1 dichloromethane:methanol) showed formation of product. The solution was cooled and filtered. The filtrate was concentrated and purified by preparative chromatography (dichloromethane:methanol) to yield (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-(4-prop-2-ynylpiperazinyl)propan-2-ol (500 mg, M+1=346.2). B. Preparation of a Compound of Formula I
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07001909B2 |
| Quelldatensatz | uspto-grants-2006_02 |
| ORD ID | ord-15213026c77949888525af9651d98d57 |
| Quellennotiz | uspto-grants-2006_02 |