Acetone → HCID 23086737, Verbindung

HRID 229734Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 229734
CC(C)=O.[CH3:5][C:6]1[CH:7]=[C:8]([OH:26])[C:9]2[CH:10]=[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=3)[N:12]=[N:13][C:14]=2[CH:15]=1.[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(=O)([O-])[O-].[K+].[K+]>CCCCCC.C(OCC)(=O)C>[CH2:27]([O:26][C:8]1[CH:7]=[C:6]([CH3:5])[CH:15]=[C:14]2[C:9]=1[CH:10]=[C:11]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)[N:12]=[N:13]2)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 7498Benzyl Bromide2×HCID 11430Potassium Carbonate2×HCID 1354580247-Methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol

Produkt 1

HCID 23086737HCID 23086737, VerbindungAusbeute 10 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

To an acetone solution (5 mL) of 7-methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol (69 mg, 0.2 mmol) obtained in Example 70 were added benzyl bromide (0.024 mL) and potassium carbonate (28 mg, 0.2 mmol), followed by stirring at room temperature over night and refluxing under heating for 3 hours. The reaction liquid was further added with benzyl bromide (0.024 mL) and potassium carbonate (28 mg, 0.2 mmol), followed by stirring at room temperature over night, concentration of the reaction liquid under reduced pressure, adding distilled water (1 mL), extraction with ethyl acetate and purification of residue obtained after concentration of an organic layer under reduced pressure, with HPLC column chromatography (hexane/ethyl acetate=3/1) to obtain an objective compound (8 mg, 10%).

Aufarbeitung

  1. temperaturerefluxing
  2. temperatureunder heating for 3 hours
  3. customThe reaction liquid
  4. stirringby stirring at room temperature over night
  5. customconcentration of the reaction liquid under reduced pressure
  6. additionadding
  7. distillationdistilled
  8. extractionwater (1 mL), extraction
  9. customwith ethyl acetate and purification of residue
  10. customobtained after concentration of an organic layer under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9276c096a003408dbfcfd4dc29f5f592
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563893B2

Notizen zur Reaktion

Wird geladen…