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3-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-ethoxycarbonylmethyl-pyridin-3-yl)-benzoic acid ethyl ester → 4-(5-Ethoxycarbonylmethyl-pyridin-3-yl)-3-ethylaminomethyl-benzoic acid

HRID 554587
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 554587
C([O:3][C:4](=[O:37])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[N:13][CH:14]=[C:15]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:16]=2)=[C:7]([CH2:23][N:24](C(OCC2C=CC=CC=2)=O)[CH2:25][CH3:26])[CH:6]=1)C>CO>[CH2:21]([O:20][C:18]([CH2:17][C:15]1[CH:16]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:4]([OH:37])=[O:3])=[CH:6][C:7]=2[CH2:23][NH:24][CH2:25][CH3:26])[CH:12]=[N:13][CH:14]=1)=[O:19])[CH3:22]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 585652203-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-ethoxycarbonylmethyl-pyridin-3-yl)-benzoic acid ethyl ester

Produkt 1

HCID 585650534-(5-Ethoxycarbonylmethyl-pyridin-3-yl)-3-ethylaminomethyl-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3-[(N-Benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-ethoxycarbonylmethyl-pyridin-3-yl)-benzoic acid ethyl ester (0.5 g, 1 mmol) was dissolved in MeOH (20 mL), and the solution was purged with N2 for 10 minutes. 10% Palladium on carbon (0.2 g) was added, and the reaction was stirred under an atmosphere on H2 at room temperature for 3 hours. Additional 10% palladium on carbon (0.1 g) was added, and the reaction was stirred under H2 overnight. The mixture was purged with N2 and filtered over Celite. After washing with MeOH, the filtrate was concentrated to give 4-(5-ethoxycarbonylmethyl-pyridin-3-yl)-3-ethylaminomethyl-benzoic acid.

Aufarbeitung

  1. customthe solution was purged with N2 for 10 minutes
  2. addition10% Palladium on carbon (0.2 g) was added
  3. additionAdditional 10% palladium on carbon (0.1 g) was added
  4. stirringthe reaction was stirred under H2 overnight
  5. customThe mixture was purged with N2
  6. filtrationfiltered over Celite
  7. washAfter washing with MeOH
  8. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-53d8d3b57c764229af19bfe505b3cf2c
Quelldatensatz
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08049015B2

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