[2-Methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-hydrazine → 3-(3,5-Diethyl-pyrazol-1-yl)-2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridine

HRID 2180002Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2180002
[CH3:1][O:2][C:3]1[C:8]([NH:9][NH2:10])=[CH:7][C:6]([CH3:11])=[C:5]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][C:13]=2[O:23][CH3:24])[N:4]=1>CCO>[CH2:7]([C:6]1[CH:5]=[C:12]([CH2:13][CH3:14])[N:9]([C:8]2[C:3]([O:2][CH3:1])=[N:4][C:5]([C:12]3[CH:17]=[CH:16][C:15]([O:18][C:19]([F:21])([F:22])[F:20])=[CH:14][C:13]=3[O:23][CH3:24])=[C:6]([CH3:11])[CH:7]=2)[N:10]=1)[CH3:8]

Komponenten

3

Edukt 1

HCID 22490050[2-Methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-hydrazine

Produkt 1

HCID 101814093-(3,5-Diethyl-pyrazol-1-yl)-2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Preparation of 3-(3,5-Diethyl-pyrazol-1-yl)-2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridine 3,5-heptane dione (0.32 ml, 2.33 mmol) is added to a solution of [2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-hydrazine (0.8 g, 2.33 mmol) in EtOH (15 ml) at room temperature. The mixture is refluxed for 15 hours. The solvent is removed under reduced pressure and the residue is purified by flash column chromatography to obtain 3-(3,5-Diethyl-pyrazol-1-yl)-2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridine (Compound 4). Rf(hexane/EtOAc=9:1)=0.18, MS m/z 436.4 (M+H).

Aufarbeitung

  1. temperatureThe mixture is refluxed for 15 hours
  2. customThe solvent is removed under reduced pressure
  3. customthe residue is purified by flash column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d08e34b4cbcf45219756d57e2faba052
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06887875B2

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