HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1483783Erstellt: 25. Oktober 2026
Binap, (A+-)- → 4-((3-(3-(Trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)oxy)cyclohexanol
https://huagongshe.com/reaction/1483783
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | Cyclohexane-1,1-diol | HCID 19352763 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 6-Chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazine | HCID 59379861 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dichloromethane methanol | HCID 21226129 | — |
| Produkt | 4-((3-(3-(Trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)oxy)cyclohexanol | HCID 66598152 | 13,2% |
Reaktionsschritte
A solution of 6-chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazine (0.3 g, 0.96 mmol) and cyclohexanediol (0.11 g, 0.96 mmol) in toluene 5 mL was added potassium tertiary butoxide (0.165 g, 1.72 mmol), rac-BINAP (36 mg, 0.057 mmol) and Pd2(dba)3 (26 mg, 0.029 mmol) and the mixture was heated at 120° C. for 4 h under microwave irridation. The resulting dark brown solution was cooled down and was concentrated under reduced pressure. The solid was further purified by using combiflash chromatography (12 g column), eluent: 0-10% methanol/DCM and obtained product 4-((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)oxy)cyclohexanol (50 mg, 0.127 mmol, 13% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09416132B2 |
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| Quelldatensatz | uspto-grants-2016_08 |
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| ORD ID | ord-ad0d90485b5d46b2934ad8dba80ace05 |
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| Quellennotiz | uspto-grants-2016_08 |
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