(S)-tert-butyl 3-(5-fluoro-2-nitrophenoxy)piperidine-1-carboxylate → (S)-tert-butyl 3-(2-amino-5-fluorophenoxy)piperidine-1-carboxylate

HRID 240594Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 240594
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:22]([O-])=O)=[C:6]([CH:21]=1)[O:7][C@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]1>CO.[Pd]>[NH2:22][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:21][C:6]=1[O:7][C@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:19])([CH3:20])[CH3:18])=[O:15])[CH2:9]1

Komponenten

4

Edukt 1

HCID 58413048(S)-tert-butyl 3-(5-fluoro-2-nitrophenoxy)piperidine-1-carboxylate

Produkt 1

HCID 58413089(S)-tert-butyl 3-(2-amino-5-fluorophenoxy)piperidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of (S)-tert-butyl 3-(5-fluoro-2-nitrophenoxy)piperidine-1-carboxylate (6.41 g) in MeOH (70.0 ml) was added palladium on charcoal (600.0 mg), the mixture hydrogenated at room temperature and 50 psi. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica chromatography to give the desired product.

Aufarbeitung

  1. customhydrogenated at room temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica chromatography

Quellen und Nachweise

ORD-Eintrag
ord-88c079872f0242228e04ee046c9b1af7
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648068B2

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