4-(4-Nitro-2-(trifluoromethyl)phenylethynyl)pyridine → 4-(2-Pyridin-4-yl-ethyl)-3-(trifluoromethyl)aniline

HRID 1912883

Reaktionsgleichung

Reaktionsgleichung von HRID 1912883
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=[C:6]([C:18]([F:21])([F:20])[F:19])[CH:5]=1)([O-])=O.[H][H]>C(O)C.[C].[Pd]>[N:15]1[CH:16]=[CH:17][C:12]([CH2:11][CH2:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][C:6]=2[C:18]([F:19])([F:20])[F:21])=[CH:13][CH:14]=1

Komponenten

5

Edukt 2

HCID 231552744-(4-Nitro-2-(trifluoromethyl)phenylethynyl)pyridineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 231551774-(2-Pyridin-4-yl-ethyl)-3-(trifluoromethyl)anilineAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

In 20 mL of ethanol, 1.3 g (4.45 mmol) of 4-(4-nitro-2-(trifluoromethyl)phenylethynyl)pyridine was dissolved and stirred on 100 mg of 10% palladium carbon overnight at room temperature in a hydrogen atmosphere. The catalyst was removed by filtration and the filtrate was concentrated and the residue was purified by a silica gel column (n-hexane:ethyl acetate=1:2) to obtain 1.0 g (85%) of a target product as a pale yellow oil.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customthe residue was purified by a silica gel column (n-hexane:ethyl acetate=1:2)

Quellen und Nachweise

ORD-Eintrag
ord-22078ad930e2479e9260fca9fb639d29
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609656B2

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