Ammonium formate → 4-(5-(Pyridin-4-yl)oxazol-4-yl)phenol

HRID 33916

Reaktionsgleichung

Reaktionsgleichung von HRID 33916
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[CH:17][O:18][C:19]=2[C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[OH-].[OH-].[Pd+2]>[N:23]1[CH:22]=[CH:21][C:20]([C:19]2[O:18][CH:17]=[N:16][C:15]=2[C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)=[CH:25][CH:24]=1

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 597974954-(4-(4-(Benzyloxy)phenyl)oxazol-5-yl)pyridine

Produkt 1

HCID 1359880074-(5-(Pyridin-4-yl)oxazol-4-yl)phenolAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 4-(4-(4-(Benzyloxy)phenyl)oxazol-5-yl)pyridine (300 g, 0.91 mmol) was added 20% Pd(OH)2/C (30 mg) and ammonium formate (115 mg, 1.83 mmol) in methanol (8 mL ). The solution was heated at 60° C. for 20 min. The catalyst was removed by filtration and the filtrate was concentrated to give 208 mg (96%) of the title compound. 1H NMR (400 MHz, CDCl3) δ: 6.92 (m, 2H), 7.46 (m, 2H), 7.57 (d, 2H), 8.02 (s, 1H), 8.58 (m, 2H). MS m/z: 239 [M+1]+.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ae39e9b2b2d24b949af664716859a5e8
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429665B2

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