HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1014717Erstellt: 26. Oktober 2026
Potassium Carbonate → 3-(1-Phenylethyl)-5-(quinolin-5-YL)-1H-imidazo[4,5-B]pyridin-2(3H)-one
https://huagongshe.com/reaction/1014717
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Quinolin-5-ylboronic acid | HCID 5153389 | — |
| Edukt | 6-chloro-3-nitro-N-(1-phenylethyl)pyridin-2-amine | HCID 43330321 | — |
| Edukt | 3-Nitro-N-(1-phenylethyl)-6-(quinolin-5-yl)pyridin-2-amine | HCID 66699881 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(1-Phenylethyl)-5-(quinolin-5-YL)-1H-imidazo[4,5-B]pyridin-2(3H)-one | HCID 24984680 | 79% |
Reaktionsschritte
3-Nitro-N-(1-phenylethyl)-6-(quinolin-5-yl)pyridin-2-amine. To a solution of 6-chloro-3-nitro-N-(1-phenylethyl)pyridin-2-amine (2.24 g, 8.07 mmol) and quinolin-5-ylboronic acid (1.81 g, 10.5 mmol) in DMF (150 mL) was added potassium carbonate (4.46 g, 32.3 mmol) in water (25 mL). The reaction solution was purged with a stream of nitrogen followed by the addition of tetrakis(triphenylphosphine)palladium(0) (932 mg, 0.81 mmol). After heating at 85° C. for 2 h, the solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography to afford the title compound (2.36 g, 79% yield). MS (ESI) m/z 371.3 [M+1]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07981893B2 |
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| Quelldatensatz | uspto-grants-2011_07 |
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| ORD ID | ord-fcf5d008b09942b1a76cd25daa858666 |
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| Quellennotiz | uspto-grants-2011_07 |
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