3-(1-cyano-1-methylethyl)-N-{3-[(5-nitropyridin-2-yl)oxy]-4-(trifluoromethyl)phenyl}benzamide → N-{3-[(5-aminopyridin-2-yl)oxy]-4-(trifluoromethyl)phenyl}-3-(1-cyano-1-methylethyl)benzamide

HRID 1800500Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1800500
[C:1]([C:3]([C:6]1[CH:7]=[C:8]([CH:32]=[CH:33][CH:34]=1)[C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]([O:22][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][N:24]=2)[CH:13]=1)=[O:10])([CH3:5])[CH3:4])#[N:2]>CO.[C].[Pd]>[NH2:29][C:26]1[CH:27]=[CH:28][C:23]([O:22][C:14]2[CH:13]=[C:12]([NH:11][C:9](=[O:10])[C:8]3[CH:32]=[CH:33][CH:34]=[C:6]([C:3]([C:1]#[N:2])([CH3:5])[CH3:4])[CH:7]=3)[CH:17]=[CH:16][C:15]=2[C:18]([F:19])([F:20])[F:21])=[N:24][CH:25]=1

Komponenten

4

Edukt 1

HCID 684185283-(1-cyano-1-methylethyl)-N-{3-[(5-nitropyridin-2-yl)oxy]-4-(trifluoromethyl)phenyl}benzamide

Produkt 1

HCID 68415745N-{3-[(5-aminopyridin-2-yl)oxy]-4-(trifluoromethyl)phenyl}-3-(1-cyano-1-methylethyl)benzamideAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 3-(1-cyano-1-methylethyl)-N-{3-[(5-nitropyridin-2-yl)oxy]-4-(trifluoromethyl)phenyl}benzamide (1.78 g, 3.78 mmol) in methanol (50 mL) was added 10% palladium-carbon powder (350 mg), and the mixture was stirred at room temperature for 11 hr under a hydrogen atmosphere of 2.4 atm. 10% Palladium-carbon powder was filtered off by celite filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.44 g, 87%) as a brown amorphous substance.

Aufarbeitung

  1. filtration10% Palladium-carbon powder was filtered off by celite filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e9403a8283d0479ca60b63241fa6ffd4
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344135B2

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