HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trifluoroacetic acid → 2-(5-Cyclohexyl-3-difluoromethyl-pyrazol-1-yl)-5-methanesulfonyl-pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | 2-Hydrazino-5-(methylsulfonyl)pyridine hydrochloride | HCID 22226813 | — |
| Edukt | 4,4-Difluoro-1-cyclohexyl-1,3-butanedione | HCID 23005500 | — |
| Lösungsmittel | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Produkt | 2-(5-Cyclohexyl-3-difluoromethyl-pyrazol-1-yl)-5-methanesulfonyl-pyridine | HCID 18624094 | 49% |
Reaktionsschritte
2-Hydrazino-5-(methylsulfonyl)pyridine hydrochloride (448 mg, 2 mmol) and TFA (1.38 mL, 18 mmol) were mixed in trifluoroethanol (10 mL) and stirred for 5 minutes 4,4-Difluoro-1-cyclohexyl-1,3-butanedione (408 mg, 2 mmol) was added. The resulting reaction mixture was heated at reflux temperature for 60 hours. The solvent was then removed in vacuo, and the residue was partitioned between EtOAc and water. The organic layer was washed with brine and concentrated in vacuo. The product was purified by recrystallization from 3:1 of isooctane:methylene chloride to give the title compound (346 mg, 49%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06531492B1 |
| Quelldatensatz | uspto-grants-2003_03 |
| ORD ID | ord-979f70b49e014e379a3dca779c310276 |
| Quellennotiz | uspto-grants-2003_03 |