1-Ethoxycarbonyl-4-(4-fluoro-2-nitroanilino)piperidine → 4-(2-Amino-4-fluoro-phenylamino)-piperidine-1-carboxylic acid ethyl ester

HRID 618377Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 618377
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[N+:20]([O-])=O)[CH2:8][CH2:7]1)=[O:5])[CH3:2]>C1COCC1.C(O)C.[Pt]>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][CH:9]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[NH2:20])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Komponenten

5

Edukt 1

HCID 137921621-Ethoxycarbonyl-4-(4-fluoro-2-nitroanilino)piperidine

Produkt 1

HCID 137921724-(2-Amino-4-fluoro-phenylamino)-piperidine-1-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23939PlatinumKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

This 1-ethoxycarbonyl-4-(4-fluoro-2-nitroanilino)piperidine (5.7 g, 18.3 mmol.) was dissolved in THF (50 mL) and diluted with ethanol (100 mL). After addition of 5% platinum/carbon catalyst (1.2 g), the hydrogenation of the nitro functional group was carried out at atmospheric pressure via a balloon over a four hour period. The catalyst was removed and the solvents evaporated to give 1-ethoxycarbonyl-4-(2-amino-4-fluoroanilino)-piperidine as a viscous oil which was used as is.

Aufarbeitung

  1. customThe catalyst was removed
  2. customthe solvents evaporated

Quellen und Nachweise

ORD-Eintrag
ord-b8a4a0d7860c41439dc09b23fbabf156
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05952351

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