2-fluoro-4-nitro-N-(2-(piperidin-1-yl)ethyl)aniline → 2-fluoro-N1-(2-(piperidin-1-yl)ethyl)benzene-1,4-diamine

HRID 56188

Reaktionsgleichung

Reaktionsgleichung von HRID 56188
[F:1][C:2]1[CH:16]=[C:15]([N+:17]([O-])=O)[CH:14]=[CH:13][C:3]=1[NH:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>C1COCC1.[Pd]>[F:1][C:2]1[CH:16]=[C:15]([NH2:17])[CH:14]=[CH:13][C:3]=1[NH:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Komponenten

4

Edukt 1

HCID 523235752-fluoro-4-nitro-N-(2-(piperidin-1-yl)ethyl)aniline

Produkt 1

HCID 549680042-fluoro-N1-(2-(piperidin-1-yl)ethyl)benzene-1,4-diamineAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-fluoro-4-nitro-N-(2-(piperidin-1-yl)ethyl)aniline (1.87 g, 7.00 mmol) in THF (20 mL) was added catalyst Pd/C (0.50 g). The reaction mixture was stirred at rt under H2 overnight. The mixture was filtered, and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (V/V)=15:1) to give the title compound as yellow oil (1.50 g, 90%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (DCM/MeOH (V/V)=15:1)

Quellen und Nachweise

ORD-Eintrag
ord-50217416dbda4f2d806e4164644b02b6
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434695B2

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