2-(3-Benzyloxypyridin-4-yl)-5-(trifluoromethyl)benzoxazole → 4-[5-(Trifluoromethyl)benzoxazole-2-yl]pyridin-3-ol

HRID 1913670

Reaktionsgleichung

Reaktionsgleichung von HRID 1913670
C([O:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:14]=1[C:15]1[O:16][C:17]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][C:18]=2[N:19]=1)C1C=CC=CC=1.[H][H]>[Pd].C(O)(=O)C>[F:26][C:24]([F:25])([F:27])[C:21]1[CH:22]=[CH:23][C:17]2[O:16][C:15]([C:14]3[CH:13]=[CH:12][N:11]=[CH:10][C:9]=3[OH:8])=[N:19][C:18]=2[CH:20]=1

Komponenten

5

Edukt 2

HCID 668801132-(3-Benzyloxypyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 1363312684-[5-(Trifluoromethyl)benzoxazole-2-yl]pyridin-3-olAusbeute 96,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 4.69 g of 2-(3-benzyloxypyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 1.0 g of 5% palladium on carbon and 70 ml of acetic acid was stirred under about one atmosphere of hydrogen at room temperature for nine hours. The reaction mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 3.44 g of 4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-ol (hereinafter, referred to as “active compound 114”).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Celite™
  2. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-29f354b790744125810ef24e65783a20
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609705B2

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