Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 3-Fluorobenzyl bromide | HCID 68007 | — |
| Edukt | 6-Bromo-2,3-dihydro-1H-indole | HCID 13098379 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 6-Bromo-1-(3-fluorobenzyl)indoline | HCID 90408652 | — |
Reaktionsschritte
A mixture of 6-bromoindoline (750 mg, 3.79 mmol), 1-(bromomethyl)-3-fluorobenzene (697 pt, 5.68 mmol) and cesium carbonate (1.851 g, 5.68 mmol) in N,N-dimethylformamide (7.573 mL) was stirred at 110° C. for 2 hours. The mixture was cooled, diluted with 100 mL ethyl acetate, washed with water and brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel flash chromatography (Isco®, Redi-Sep® column), eluting with a gradient of 2-50% ethyl acetate/hexane, afforded the title compound. LCMS: 306 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08969375B2 |
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| Quelldatensatz | uspto-grants-2015_03 |
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| ORD ID | ord-88a32b9c0dec4ded89645f7fd044b689 |
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| Quellennotiz | uspto-grants-2015_03 |
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