Tetrahydrofuran → Tert-butyl 3-(6-aminopyridin-3-yloxy)phenylcarbamate

HRID 1800397

Reaktionsgleichung

Reaktionsgleichung von HRID 1800397
[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:16]=[N:17][C:18]([N+:21]([O-])=O)=[CH:19][CH:20]=2)[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].O1CCCC1>C(OCC)(=O)C.[C].[Pd]>[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:16]=[N:17][C:18]([NH2:21])=[CH:19][CH:20]=2)[CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 8028TetrahydrofuranHCID 57749209Tert-butyl 3-(6-nitropyridin-3-yloxy)phenylcarbamate

Produkt 1

HCID 57749334Tert-butyl 3-(6-aminopyridin-3-yloxy)phenylcarbamateAusbeute 108,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl{3-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate (6.00 g, 18.1 mmol) in ethyl acetate (500 mL)/tetrahydrofuran (150 mL) was added 10% palladium-carbon (600 mg), and the mixture was stirred at room temperature for 16 hr under a hydrogen atmosphere (1.0 atm). The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (5.9 g, quantitative) as a brown oil. The obtained compound was used for the next reaction without further purification.

Aufarbeitung

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-da3b8d855b8244b68a2a309d96bc16fc
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344135B2

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