Reaktion #65751

ord-bb8a3d4bd4d54bd7a629646d494af9ba

Reaktionsgleichung

CCOC(=O)c1c(N(C)C)nc(-c2ccccc2)c([N+](=O)[O-])c1C(=O)OCC
3,4-diethoxycarbonyl-2-dimethylamino-5-nitro-6-phenylpyridine
→
CCOC(=O)c1c(N(C)C)nc(-c2ccccc2)c(N)c1C(=O)OCC
3-Amino-4,5-diethoxycarbonyl-6-dimethylamino-2-phenylpyridine

Edukte

—
whereto
CCOC(=O)c1c(N(C)C)nc(-c2ccccc2)c([N+](=O)[O-])c1C(=O)OCC
3,4-diethoxycarbonyl-2-dimethylamino-5-nitro-6-phenylpyridine

Reagenzien

[Pd]
Pd-C

Lösungsmittel

CCOC(C)=O
ethyl acetate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    SonstigeCatalytic reduction reaction
  3. 3
    SonstigeAfter the catalyst was removed
  4. 4
    workup.DISTILLATIONthe solvent was distilled off
  5. 5
    Sonstigethe residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane 1:2)

Vorschrift

In 2 ml of ethyl acetate Was dissolved 52 mg of 3,4-diethoxycarbonyl-2-dimethylamino-5-nitro-6-phenylpyridine, whereto 50 mg of 10% Pd-C (50% wet) was added. Catalytic reduction reaction was conducted for 5.5 hours. After the catalyst was removed, the solvent was distilled off and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane 1:2).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05420275uspto-grants-1995_05