HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 511857Erstellt: 26. Oktober 2026
1,2-Dichloroethane → (R)-2-(4-bromophenoxy)-N-(1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)acetamide
https://huagongshe.com/reaction/511857
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | p-Bromophenoxyacetic acid | HCID 74657 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Azane;hydrochloride | HCID 12820921 | — |
| Edukt | (1R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethan-1-amine dihydrochloride | HCID 66892447 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-2-(4-bromophenoxy)-N-(1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)acetamide | HCID 49792855 | 81% |
Reaktionsschritte
To a suspension of (R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethanamine 2HCl salt (173 mg, 0.79 mmol) and 2-(4-bromophenoxy)acetic acid (200 mg, 0.87 mmol) in dichloromethane (5 mL) were added triethylamine (400 mg, 3.9 mmol), EDC (180 mg, 0.94 mmol) and HOBT (60 mg, 0.39 mmol) respectively. The reaction mixture was stirred at room temperature for 18 hours. Sat. ammonia hydrochloride aqueous solution was added to the mixture. The organic layer was extracted with ethyl acetate, washed with brine, and dried over sodium sulfate. After the filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give the residue, which was applied to a silica gel chromatography column and eluted with a hexane/ethylacetate=2/1 (v/v) to furnish 276 mg (81% yield) of the title as a colorless oil;
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09101616B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-0c0ebec6a11c481393fb389952510e81 |
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| Quellennotiz | uspto-grants-2015_08 |
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