Tert-butyl {4-methyl-3-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate → Tert-butyl {3-[(6-aminopyridin-3-yl)oxy]-4-methylphenyl}carbamate

HRID 1874351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1874351
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][C:3]=1[O:16][C:17]1[CH:18]=[N:19][C:20]([N+:23]([O-])=O)=[CH:21][CH:22]=1>CO.[C].[Pd]>[NH2:23][C:20]1[N:19]=[CH:18][C:17]([O:16][C:3]2[CH:4]=[C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:12])[CH3:14])[CH:6]=[CH:7][C:2]=2[CH3:1])=[CH:22][CH:21]=1

Komponenten

4

Edukt 1

HCID 57749145Tert-butyl {4-methyl-3-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate

Produkt 1

HCID 57749176Tert-butyl {3-[(6-aminopyridin-3-yl)oxy]-4-methylphenyl}carbamateAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl {4-methyl-3-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate (1.85 g, 5.35 mmol) in methanol (10 mL) was added palladium carbon (50% water-containing product, 100 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature for 3 hr. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was dried to give the title compound (1.69 g, 99%) as a colorless oil.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was dried

Quellen und Nachweise

ORD-Eintrag
ord-89c2c9f2d1064e0ba002e1d4ee520fb1
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304557B2

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