HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 58619015, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol | HCID 29943216 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58619015 | HCID 58619015 | 43.2% |
Reaction Steps
To a solution of (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazin-1-yl-propan-2-ol (300 mg, 1.0 mmol) in acetone (10 ml) was added allyl bromide (0.130 ml, 1.5 mmol) and potasium carbonate (280 mg, 2.0 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 under reduced pressure, and the residue purified by preparative chromatography (10:1 dichloromethane:methanol) to yield (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-(4-prop-2-enylpiperazinyl)propan-2-ol (150 mg, M+1=348.2)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07026321B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-9411a18a7d20404d987f19dd19b9cdac |
| Source note | uspto-grants-2006_04 |