HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1626426Erstellt: 25. Oktober 2026
2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → Ethyl 6-chloro-7-(4-(8-methylquinolin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate
https://huagongshe.com/reaction/1626426
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Edukt | 2-Chloro-8-methylquinoline | HCID 21540195 | — |
| Edukt | Ethyl 7-(4-carbamoylphenoxy)-6-chlorochroman-4-carboxylate | HCID 67288619 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Ethyl 6-chloro-7-(4-(8-methylquinolin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate | HCID 67288949 | 69,8% |
Reaktionsschritte
To a solution of ethyl 7-(4-carbamoylphenoxy)-6-chlorochroman-4-carboxylate (0.025 g, 0.0665 mmol), 2-chloro-8-methylquinoline (0.0130 g, 0.0732 mmol), X-PHOS (0.0238 g, 0.0732 mmol), and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (0.00634 g, 0.0133 mmol) in THF (0.6 ml) was added tris(dibenzylideneacetone)dipalladium (0.0030 g, 0.0033 mmol), and the reaction was heated to 60° C. for 16 hours. The reaction was loaded directly onto silica gel and eluted with a gradient of 5-70% EtOAc/hexanes to yield the desired compound (0.024 g, 0.0464 mmol, 69.8% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08785445B2 |
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| Quelldatensatz | uspto-grants-2014_07 |
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| ORD ID | ord-723e14320c1d4a33a9b093e8239dbde6 |
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| Quellennotiz | uspto-grants-2014_07 |
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