HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Aminopyridine → 1-methyl-N-(3-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Aminopyridine | HCID 10009 | — |
| Edukt | 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid | HCID 2775665 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-methyl-N-(3-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide | HCID 1474579 | 48% |
Reaktionsschritte
2.5 g (12.9 mmol) of 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid in 25 mL of N,N-dimethylformanid (DMF) and 2.1 g (12.9 mmol) of N,N′-carbonyl diimidazole (CDI) were stirred at ambient temperature for 1 hour prior to addition of 1.2 g (12.9 mmol) of 3-aminopyridine. After three days of stirring the solvent was evaporated, the residue dissolved in dichloromethane, washed twice with a saturated solution of NaHCO3 and water. The combined organic phases were evaporated and the crude product was purified by flash column chromatography (silica using dichloromethane/methanol=95/5) to give 1.33 g (48%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09204647B2 |
| Quelldatensatz | uspto-grants-2015_12 |
| ORD ID | ord-fb32a79f91254adc8b1a88d4ddbba0e0 |
| Quellennotiz | uspto-grants-2015_12 |