HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598164Erstellt: 25. Oktober 2026
Potassium Phosphate, Tribasic → 1-Benzyl-3-(hydroxymethyl)-5-mesitylcinnolin-4(1H)-one
https://huagongshe.com/reaction/598164
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 2,4,6-Trimethylbenzeneboronic acid | HCID 292184 | — |
| Edukt | 1-Benzyl-5-chloro-3-hydroxymethylcinnolin-4(1H)-one | HCID 67267209 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-Benzyl-3-(hydroxymethyl)-5-mesitylcinnolin-4(1H)-one | HCID 67267701 | 47,2% |
Reaktionsschritte
A mixture of 0.144 g (0.479 mmol) of 1-benzyl-5-chloro-3-(hydroxymethyl)cinnolin-4(1H)-one, 0.126 g (0.766 mmol) of mesityl boronic acid, 0.111 g (0.096 mmol) of tetrakis and 0.254 g (1.20 mmol) of potassium phosphate in 8 mL of DMF was heated to 100° C. for 16 h. The reaction mixture was quenched with water and extracted with ethyl acetate containing 5% hexanes. The combined organic layers were washed with brine, dried over sodium sulfate, filtered through a plug of silica gel and concentrated in vacuo onto silica gel. The crude material was purified by flash chromatography eluting with a 25% ethyl acetate/hexanes mixture to give 0.087 g (47%) of the title compound as a tan solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07897607B2 |
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| Quelldatensatz | uspto-grants-2011_03 |
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| ORD ID | ord-4cc07d99854542ee8e7e02513e48ee6d |
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| Quellennotiz | uspto-grants-2011_03 |
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