HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 628895Erstellt: 25. Oktober 2026
Potassium Carbonate → Methyl 3-amino-4-(6-methoxyquinolin-2-yl)benzoate
https://huagongshe.com/reaction/628895
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Chloro-6-methoxyquinoline | HCID 83647 | — |
| Edukt | (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid | HCID 2737801 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water 2-methoxyethanol | HCID 22504935 | — |
| Produkt | Methyl 3-amino-4-(6-methoxyquinolin-2-yl)benzoate | HCID 66980049 | 19% |
Reaktionsschritte
To a mixture of compound 2-chloro-6-methoxyquinoline (1.70 g, 8.78 mmol), 2-amino-4-(methoxycarbonyl)phenylboronic acid (2.05 g, 10.5 mmol), and K2CO3 (2.43 g, 17.6 mmol) in ethylene glycol monomethyl ether/H2O (35 mL/5 mL) was added Pd(dppf)Cl2 (158 mg, 0.193 mmol) under N2 atmosphere. Then the mixture was heated to 80° C. for 3 hours. After aqueous workup with EtOAc extraction, the resulting crude product was purified by silica gel column (PE/EtOAc=15/1 to 3/1) to give the product (500 mg, yield 19%) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09315462B2 |
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| Quelldatensatz | uspto-grants-2016_04 |
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| ORD ID | ord-5d543e3dde924870b5a52c5ca8c17018 |
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| Quellennotiz | uspto-grants-2016_04 |
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