{2-(4-Hydroxy-phenyl)-1-[1-methylcarbamoyl-2-(4-nitro-phenyl)-ethylcarbamoyl]-ethyl} carbamic acid tert-butyl ester → {2-(4-Hydroxy-phenyl)-1-[1-methylcarbamoyl-2-(4-amino-phenyl)-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

HRID 500102

Reaktionsgleichung

Reaktionsgleichung von HRID 500102
[C:1]([O:5][C:6](=[O:35])[NH:7][CH:8]([C:17](=[O:34])[NH:18][CH:19]([C:30](=[O:33])[NH:31][CH3:32])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][CH:22]=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:35])[NH:7][CH:8]([C:17](=[O:34])[NH:18][CH:19]([C:30](=[O:33])[NH:31][CH3:32])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][CH:22]=1)[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 68657947{2-(4-Hydroxy-phenyl)-1-[1-methylcarbamoyl-2-(4-nitro-phenyl)-ethylcarbamoyl]-ethyl} carbamic acid tert-butyl ester

Produkt 1

HCID 68657871{2-(4-Hydroxy-phenyl)-1-[1-methylcarbamoyl-2-(4-amino-phenyl)-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

{2-(4-Hydroxy-phenyl)-1-[1-methylcarbamoyl-2-(4-nitro-phenyl)-ethylcarbamoyl]-ethyl}carbamic acid tert-butyl ester (300, 0.617 mmol) is dissolved in methanol (10 mL). To this was added palladium on carbon (10% by weight, 100 mg). The reaction is placed under a hydrogen atmosphere until reaction is complete (tlc). The catalyst is removed by filtration and the filtrate is concentrated to provide the amine, which is used without purification.

Aufarbeitung

  1. customThe reaction is placed under a hydrogen atmosphere until reaction
  2. customThe catalyst is removed by filtration
  3. concentrationthe filtrate is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-0d09edfc7d5a45708ad6f556debc364c
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07769575B2

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