Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Edukt | 3,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine | HCID 45079445 | — |
| Edukt | N-methoxy-N,6-dimethylpyridine-2-carboxamide | HCID 45869585 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 69222084 | HCID 69222084 | 30,5% |
Reaktionsschritte
To a stirred solution of 3,5-dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine of Step B (200 mg, 1.35 mmol), 6-methylpyridine-2-carboxylic acid methoxy-methyl-amide (268 mg, 1.49 mmol), and tetrahydrofuran (5 ml) a 1.0 M solution of lithium hexamethyldisilazide (3.0 ml, 3.0 mmol) was added −78° C. in 10 min. The mixture was warmed up to ambient temperature in 90 min and stirred at the same temperature for 3 h. Methanol (10 ml) and 10% hydrochloric acid (1.5 ml) were added and stirring continued for 18 h. Sodium hydrogen carbonate (5 g) and dichloromethane (10 ml) were added and stirring continued for 10 min. After filtering off solids, the obtained mixture was concentrated. Chromatography on silica gel, eluting with ethyl acetate-hexane (2:3) yielded the title compound (110 mg, 30%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07417041B2 |
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| Quelldatensatz | uspto-grants-2008_08 |
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| ORD ID | ord-0b83c331e9184315811f3b5d42166782 |
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| Quellennotiz | uspto-grants-2008_08 |
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