Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Diethylene Glycol Monomethyl Ether | HCID 8134 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Chloro-6-methoxy-3-methylquinoline | HCID 4914664 | — |
| Edukt | HCID 178514828 | HCID 178514828 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Sodium Hydroxide | HCID 14798 | — |
| Produkt | HCID 178487824 | HCID 178487824 | 84% |
Reaktionsschritte
To a mixture of 2-chloro-6-methoxy-3-methylquinoline (100 mg, 0.482 mmol), 4-(1H-tetrazol-5-yl)phenylboronic acid (91.2 mg, 0.482 mmol), K2CO3 (199 mg, 1.45 mmol), and PdCl2(dppf) (17.6 mg, 0.024 mmol) was added 7 mL of DEGME and 3 mL of H2O under argon. The mixture was stirred at 150° C. in a microwave reactor for 1.5 hours. The crude mixture was diluted with 1N NaOH (10 mL) and slowly acidified to a pH of 4.0 using conc. HCl. The solids were filtered to yield 128 mg (84% yield) of desired product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09433618B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-4827d6c016174071b5a561081304ea89 |
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| Quellennotiz | uspto-grants-2016_09 |
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