Pyridine → HCID 23086661, Verbindung

HRID 229733Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 229733
N1C=CC=CC=1.[CH3:7][C:8]1[CH:9]=[C:10]([OH:28])[C:11]2[CH:12]=[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=3)[N:14]=[N:15][C:16]=2[CH:17]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>CCCCCC.C(OCC)(=O)C>[C:29]([O:28][C:10]1[CH:9]=[C:8]([CH3:7])[CH:17]=[C:16]2[C:11]=1[CH:12]=[C:13]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)[N:14]=[N:15]2)(=[O:31])[CH3:30]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 1354580247-Methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol

Produkt 1

HCID 23086661HCID 23086661, VerbindungAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

To a pyridine solution (2 mL) of 7-methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol (60 mg, 0.2 mmol) obtained in Example 70 was added acetic anhydride (3 mL), followed by reaction at room temperature over night. The reaction liquid was concentrated under reduced pressure, followed by 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 (25 mg, 36%) as pale yellow solid.

Aufarbeitung

  1. customfollowed by reaction at room temperature over night
  2. customThe reaction liquid
  3. concentrationwas concentrated under reduced pressure
  4. additionby adding
  5. distillationdistilled
  6. extractionwater (1 mL), extraction
  7. customwith ethyl acetate and purification of residue
  8. customobtained after concentration of an organic layer under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-243ecda653724554bc1d7723a9b3e920
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563893B2

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