Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methylamine | HCID 6329 | — |
| Edukt | 1H-Indazole-3-carboxylic acid, 1-methyl- | HCID 689105 | — |
| Edukt | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride | HCID 2734059 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | N,1-dimethyl-1H-indazole-3-carboxamide | HCID 22593809 | 64,9% |
Reaktionsschritte
1-methyl-1H-indazole-3-carboxylic acid (2.64 g) was mixed with methanol (20 ml) and 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (4.57 g) and methylamine (40% methanol solution, 2.0 ml) were added thereto at room temperature. After stirring at room temperature for 14 hours, the reaction solution was concentrated under reduced pressure. The residue was diluted with ethyl acetate, and the organic layer was washed with water-saturated brine (1:1) and further saturated brine in this order. The organic layer was dried over anhydrous sodium sulfate and was then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=80:20-50:50) to obtain N,1-dimethyl-1H-indazole-3-carboxamide (1.84 g) as a colorless solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08377923B2 |
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| Quelldatensatz | uspto-grants-2013_02 |
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| ORD ID | ord-bd0a9a070e2d4505aaacb1e4592f208c |
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| Quellennotiz | uspto-grants-2013_02 |
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