2-(3-Methoxyphenyl)-5-nitro-3-phenylpyridine → 6-(3-Methoxyphenyl)-5-phenylpyridin-3-amine

HRID 41997Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 41997
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:13][C:12]([N+:21]([O-])=O)=[CH:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[CH:11][C:12]([NH2:21])=[CH:13][C:14]=2[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:7][CH:8]=1

Komponenten

4

Edukt 1

HCID 673943592-(3-Methoxyphenyl)-5-nitro-3-phenylpyridine

Produkt 1

HCID 584158776-(3-Methoxyphenyl)-5-phenylpyridin-3-amineAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(3-methoxyphenyl)-5-nitro-3-phenylpyridine (0.84 mmol, 0.257 g) and Pd/C 10% (0.08 mmol, 0.009 g) in ethanol (5 ml) was stirred for 16 hours under hydrogen atmosphere. The catalyst was filtered off and the solid thoughtfully washed with warm ethanol. The filtrate was evaporated and the crude was purified by chromatography over SiO2 eluting with DCM/methanol mixtures and affording 0.160 g (yield 69%) of the expected product.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. washthe solid thoughtfully washed with warm ethanol
  3. customThe filtrate was evaporated
  4. customthe crude was purified by chromatography over SiO2 eluting with DCM/methanol mixtures

Quellen und Nachweise

ORD-Eintrag
ord-b6ed7be95b84411ca165bbe6e28bda04
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536165B2

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