HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4,4,4-Trifluoro-1-(3-chloro-4-methoxylphenyl)-1,3-butanedione → 2-[5-(3-Chloro-4-methoxy-phenyl)-3-trifluoromethyl-pyrazol-1-yl]-5-methanesulfonyl-pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4,4,4-Trifluoro-1-(3-chloro-4-methoxylphenyl)-1,3-butanedione | HCID 12972728 | — |
| Edukt | 2-Hydrazino-5-(methylsulfonyl)pyridine hydrochloride | HCID 22226813 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | Diethylamine | HCID 8021 | — |
| Produkt | 2-[5-(3-Chloro-4-methoxy-phenyl)-3-trifluoromethyl-pyrazol-1-yl]-5-methanesulfonyl-pyridine | HCID 10137637 | 59,2% |
Reaktionsschritte
4,4,4-Trifluoro-1-(3-chloro-4-methoxylphenyl)-1,3-butanedione (1.2 g, 4.29 mmol) and 2-hydrazino-5-(methylsulfonyl)pyridine hydrochloride (1.00 g, 4.46 mmol) were mixed in ethanol (60 ml), and the resulting reaction mixture was heated at reflux temperature overnight. The reaction mixture was then cooled to room temperature, and the solvent was removed in vacuo. The residue was dissolved in EtOAc (250 ml), and the organic layer was washed with saturated NaHCO3 solution, brine, dried (MgSO4), and concentrated in vacuo. The residue was purified by flash chromatography first using 7:3:1 of hexane:diethylamine:methanol and then 20% hexane in methylene chloride to give the title compound (570 mg, 31%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06531492B1 |
| Quelldatensatz | uspto-grants-2003_03 |
| ORD ID | ord-e64f0ae7fc6a45d288ebd7cb4b721e46 |
| Quellennotiz | uspto-grants-2003_03 |