Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide | HCID 9855789 | — |
| Edukt | 2-Ethyl-6-methylbenzyl chloride | HCID 12148918 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | AR-H047108 | HCID 9864291 | 51,4% |
Reaktionsschritte
8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide (3.3 g, 16.2 mmol), 2-ethyl-6-methylbenzylchloride (2.73 g, 16.2 mmol), potassium carbonate (8.0 g, 58 mmol) and potassium iodide (1.1 g, 6.6 mmol) were added to acetone (150 ml) and refluxed for 20 h. An additional amount of 2-ethyl-6-methylbenzylchloride (1.0 g, 5.9 mmol) was added and the reaction mixture was refluxed for 7 h. Methylene chloride (60 ml) and methanol (30 ml) were added. The reaction mixture was filtered and the solvents were evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using methylene chloride: methanol (100:7) as eluent. Crystallization from ethyl acetate gave 2.8 g (50%) of the title compound. 1H-NMR (300 MHz, CDCl3): δ 1.2 (t, 3H), 2.34 (s, 3H), 2.36 (s, 3H), 2.38 (s, 3H), 2.7 (q, 2H), 4.4 (d, 2H), 4.9 (bs, 1H), 6.0 (bs, 2H), 6.45 (s, 1H), 2H), 6.45 (s, 1H), 7.0-7.2 (m, 3H), 7.9, (s, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06900324B2 |
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| Quelldatensatz | uspto-grants-2005_05 |
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| ORD ID | ord-9fe6a43339074088ab99cd0be347e72f |
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| Quellennotiz | uspto-grants-2005_05 |
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