HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 229685Erstellt: 24. Oktober 2026
Ammonia → 3-(1-Adamantyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one
https://huagongshe.com/de/reaction/229685
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Ammonia | HCID 222 | — |
| Edukt | 3-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one | HCID 22319065 | — |
| Edukt | HCID 178419756 | HCID 178419756 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178477754 | HCID 178477754 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(1-Adamantyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one | HCID 22319245 | — |
Reaktionsschritte
40 mg of 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one was dissolved in 10 ml of tetrahydrofuran. To the mixture were added 5 mg of [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium (II) and 1.2 mg of copper (I) iodide. While stirring the mixture at room temperature in nitrogen atmosphere overnight, 0.4 ml of 1-adamantyl zinc bromide (0.5M tetrahydrofuran solution) was added dropwise thereinto. After stirring in nitrogen atmosphere overnight, an aqueous ammonia was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 12 mg of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07563811B2 |
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| Quelldatensatz | uspto-grants-2009_07 |
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| ORD ID | ord-fb7248b1c00c4b6f9ac0e0edad1c6ba7 |
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| Quellennotiz | uspto-grants-2009_07 |
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