Benzoic acid, 3-nitro-5-(4-pyridinyl)-, methyl ester → HCID 67497400, Verbindung

HRID 1628282Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1628282
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 1

HCID 46317472Benzoic acid, 3-nitro-5-(4-pyridinyl)-, methyl ester

Produkt 1

HCID 67497400HCID 67497400, VerbindungAusbeute 95,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-nitro-5-(pyridin-4-yl)benzoate (45.1.B) (5.60 g, 21.62 mmol) in methanol (50 mL) was added 10% Pd on carbon by weight (2.50 g). The air was evacuated from the reaction flask and was replaced with hydrogen. The resulting slurry was stirred overnight at room temperature. The reaction mixture was then filtered and the mother liquor condensed to afford methyl 3-amino-5-(pyridin-4-yl)benzoate (45.1.C) (4.70 g, 95% yield) which was used in the next step without any further purification.

Aufarbeitung

  1. customThe air was evacuated from the reaction flask
  2. filtrationThe reaction mixture was then filtered
  3. customthe mother liquor condensed

Quellen und Nachweise

ORD-Eintrag
ord-97098eac16c94e6abb8af39ea4354879
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785468B2

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