HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 625940Erstellt: 25. Oktober 2026
Dichloromethane → 3-(benzyloxy)-5-(biphenyl-3-yl)-1-methylpyridin-2(1H)-one
https://huagongshe.com/reaction/625940
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (3-Phenylphenyl)boronic acid | HCID 2734315 | — |
| Edukt | 3-(benzyloxy)-5-bromo-1-methylpyridin-2(1H)-one | HCID 67417860 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(benzyloxy)-5-(biphenyl-3-yl)-1-methylpyridin-2(1H)-one | HCID 67418979 | 72% |
Reaktionsschritte
To a mixture of 3-(benzyloxy)-5-bromo-1-methylpyridin-2(1H)-one (38 mg, 0.129 mmol), biphenyl-3-ylboronic acid (31 mg, 0.155 mmol), PdCl2(dppf).CH2Cl2 (5.3 mg, 0.006 mmol), under nitrogen, was added THF (1 mL) followed by 1 M aqueous Na2CO3 solution (0.388 mL). The reaction mixture was heated at 150° C. (microwave irradiation) for 25 min, cooled to room temperature and partitioned between water and EtOAc. Layers were separated and the aqueous solution was extracted with CH2Cl2 (2×). Combined organic solutions were dried over Na2SO4 and concentrated. Purification by flash chromatography (24 g silica gel, 3% to 100% EtOAc in hexanes) afforded 34 mg (72%) of 3-(benzyloxy)-5-(biphenyl-3-yl)-1-methylpyridin-2(1H)-one as a white solid. LC/MS (M+H)+ 368.3.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09309199B2 |
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| Quelldatensatz | uspto-grants-2016_04 |
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| ORD ID | ord-7fcf369503fe4290911d629d2502ae8d |
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| Quellennotiz | uspto-grants-2016_04 |
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