Tetrahydrofuran → 4-hydroxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-one

HRID 15042

Reaktionsgleichung

Reaktionsgleichung von HRID 15042
C1COCC1.C([O:13][C:14]1[CH:19]=[CH:18][N:17]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][O:28]3)=[CH:22][CH:21]=2)[C:16](=[O:33])[CH:15]=1)C1C=CC=CC=1>[Pd].CO>[OH:13][C:14]1[CH:19]=[CH:18][N:17]([C:20]2[CH:21]=[CH:22][C:23]([O:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][O:28]3)=[CH:24][CH:25]=2)[C:16](=[O:33])[CH:15]=1

Komponenten

5

Edukt 2

HCID 8028TetrahydrofuranHCID 684306714-benzyloxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-one

Produkt 1

HCID 684287684-hydroxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Into a THF (25 mL)-MeOH (25 mL) mixed solvent solution of 4-benzyloxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-one (Step (1) of Example 12, 2.05 g, 5.4 mmols), 10% palladium-on-carbon (600 mg) was added. The atmosphere was hydrogen-substituted, and the reaction system was stirred at room temperature for 3.5 hours. The reaction liquid was filtered, the solvent was concentrated under reduced pressure, methanol was added to the resulting residue and the precipitate was recovered by filtration. Drying the same, the title compound (1.25 g, 80%) was obtained.

Aufarbeitung

  1. additionwas added
  2. customThe reaction liquid
  3. filtrationwas filtered
  4. concentrationthe solvent was concentrated under reduced pressure, methanol
  5. additionwas added to the resulting residue
  6. filtrationthe precipitate was recovered by filtration
  7. dry with materialDrying the same, the title compound (1.25 g, 80%)
  8. customwas obtained

Quellen und Nachweise

ORD-Eintrag
ord-4ed2fb8c276347ad8b5d9f43e33d617f
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732456B2

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