HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40229Erstellt: 24. Oktober 2026
Cesium carbonate → 3-Fluoro-7-methoxy-4-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)quinoline
https://huagongshe.com/de/reaction/40229
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | (1,1'-Binaphthalen)-2-yldi-tert-butylphosphine | HCID 2734941 | — |
| Edukt | (6-Phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methanol | HCID 57812703 | — |
| Edukt | 4-chloro-3-fluoro-7-methoxyQuinoline | HCID 59427320 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 3-Fluoro-7-methoxy-4-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)quinoline | HCID 57691138 | — |
Reaktionsschritte
A sealable tube was charged with Pd2dba3 (0.20 g, 0.22 mmol), racemic-2-(di-t-butylphosphino)-1,1′-binaphthyl (0.18 g, 0.44 mmol), (6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methanol (0.100 g, 0.44 mmol), 4-chloro-3-fluoro-7-methoxyquinoline (0.14 g, 0.66 mmol), cesium carbonate (0.29 g, 0.88 mmol), and toluene and sealed. The mixture was heated at 100 C for 12 h. The mixture was allowed to cool to rt and the solid filtered, and rinsed with toluene. The solid was stirred with a mixture of EA, MeOH, CH2Cl2 and filtered. The filtrate was purified via flash chromatography using a MeOH in CH2Cl2 gradient. The resulting solid was triturated with CH2Cl2/Hexanes then purified by prep hplc. The title compound was collected as a white solid. M/Z=402.1 [M+H], calc 401.3994 for C22H16FN5O2.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08524900B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-7e24c4995fc341a69e1db8f66cb13229 |
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| Quellennotiz | uspto-grants-2013_09 |
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