HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1667997Erstellt: 26. Oktober 2026
Dimethylformamide → N-[6-(3-amino-4-bromophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide
https://huagongshe.com/reaction/1667997
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3-Amino-4-bromophenol | HCID 24721534 | — |
| Edukt | N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide | HCID 57386058 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | N-[6-(3-amino-4-bromophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide | HCID 57505455 | 48% |
Reaktionsschritte
A mixture of N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide (3.28 g, 10 mmol), 3-amino-4-bromophenol (2.82 g, 15 mmol), potassium carbonate (2.76 g, 20 mmol) and N,N-dimethylformamide (20 mL) was stirred at 110° C. for 24 hr, then at 150° C. for 24 hr. The reaction mixture was diluted with water and extracted with a mixed solvent of ethyl acetate/tetrahydrofuran (1:1). The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=50/50→40/100) and recrystallized from ethyl acetate to give the title compound (1.85 g, yield 48%) as a pale-yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08044049B2 |
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| Quelldatensatz | uspto-grants-2011_10 |
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| ORD ID | ord-5ecdd779b28a4cd39e4e30a42834f77a |
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| Quellennotiz | uspto-grants-2011_10 |
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