6-(benzyloxy)-N-(4-tert-butylbenzyl)-2-methyl-1,8-naphthyridine-3-carboxamide → N-(4-tert-Butylbenzyl)-6-hydroxy-2-methyl-1,8-naphthyridine-3-carboxamide

HRID 1961478Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1961478
C([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[N:17][CH:18]=1)[N:15]=[C:14]([CH3:19])[C:13]([C:20]([NH:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=1)=[O:21])=[CH:12]2)C1C=CC=CC=1>CO.[Pd]>[C:30]([C:27]1[CH:26]=[CH:25][C:24]([CH2:23][NH:22][C:20]([C:13]2[C:14]([CH3:19])=[N:15][C:16]3[C:11]([CH:12]=2)=[CH:10][C:9]([OH:8])=[CH:18][N:17]=3)=[O:21])=[CH:29][CH:28]=1)([CH3:33])([CH3:31])[CH3:32]

Komponenten

4

Edukt 1

HCID 667454906-(benzyloxy)-N-(4-tert-butylbenzyl)-2-methyl-1,8-naphthyridine-3-carboxamide

Produkt 1

HCID 66745406N-(4-tert-Butylbenzyl)-6-hydroxy-2-methyl-1,8-naphthyridine-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

6-(Benzyloxy)-N-(4-tert-butylbenzyl)-2-methyl-1,8-naphthyridine-3-carboxamide (62.0 mg, 0.14 mmol) was dissolved in MeOH (2 ml). Pd (C) (3.1 mg) was added to the solution. The mixture was hydrogenated at atmospheric pressure for 24 h. Then it was filtered through a pad of celite and concentrated under reduced pressure. The residue was washed with CH2Cl2 yielding 37 mg (76%) of the title compound.

Aufarbeitung

  1. filtrationThen it was filtered through a pad of celite
  2. concentrationconcentrated under reduced pressure
  3. washThe residue was washed with CH2Cl2 yielding 37 mg (76%) of the title compound

Quellen und Nachweise

ORD-Eintrag
ord-cfb91ff860be49cfa1fe0c129da0799e
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415333B2

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