Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (2H-1,3-benzodioxol-5-yl)boronic acid | HCID 2734371 | — |
| Edukt | 3-Chloro-6-(4-cyclopropylpiperazin-1-yl)pyridazine | HCID 61444150 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 23624542 | HCID 23624542 | — |
Reaktionsschritte
3-Chloro-6-(4-cyclopropylpiperazin-1-yl)pyridazine (8.0 g, 33.5 mmol), acetonitrile (100 mL), 1 M sodium carbonate solution (100.5 mL, 100.5 mmol) and bis(triphenylphosphine)palladium(II) chloride (1.17 g, 1.67 mmol) were mixed and degassed in vacuo under nitrogen. 3,4-Methylenedioxybenzeneboronic acid (8.34 g, 50.3 mmol) was added and the mixture was heated to 80° C. for 16 h. The precipitated product was filtered and washed with acetonitrile and water, and dried in vacuo. The solid was suspended in methanol (500 mL) and 2,2 equivalents of a 4M HCl in dioxane solution was added. The formed solution was filtered, concentrated in vacuo and acetonitrile (100 mL) was added. The suspension was stirred for 1 h, filtered and the solid dried in vacuo to yield 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine as a yellow powder, 11.4 g, 86%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08378097B2 |
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| Quelldatensatz | uspto-grants-2013_02 |
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| ORD ID | ord-98a5652ec5814fc58020b88c343717e9 |
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| Quellennotiz | uspto-grants-2013_02 |
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