HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56485Erstellt: 24. Oktober 2026
Cerous carbonate → 2-Chloro-6-(3,5-dimethoxyphenyl)-7-methoxyquinazoline
https://huagongshe.com/de/reaction/56485
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cerous carbonate | HCID 160516 | — |
| Edukt | (3,5-Dimethoxyphenyl)boronic acid | HCID 4374257 | — |
| Edukt | 6-Bromo-2-chloro-7-methoxyquinazoline | HCID 59199276 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-Chloro-6-(3,5-dimethoxyphenyl)-7-methoxyquinazoline | HCID 86713595 | 38% |
Reaktionsschritte
A mixture of 6-bromo-2-chloro-7-methoxyquinazoline (2.4 g, 8.82 mmol), 3,5-dimethoxyphenylboronic acid (1.6 g, 8.82 mmol), cerium carbonate (8.6 g, 26.46 mmol) and Pd(PPh3)2Cl2 (1.4 g, 2.1 mmol) in THF (10 mL), dioxane (10 mL) and water (2 mL) was degassed with nitrogen three times and stirred at 85° C. for 3 hours. The mixture was cooled to room temperature and extracted with dichloromethane (3×50 mL). The organic layers were separated, combined, washed with water and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (petroleum ether: ethyl acetate=1:4) to give the title compound (1.1 g, 38%) as a white solid. MS (ES+) C17H15ClN2O3 requires: 330, 332, found: 331, 333 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434700B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-fb0b40146cf3467a9e78535ac537d0ab |
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| Quellennotiz | uspto-grants-2016_09 |
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