Reaktion #60190

ord-bb02b11b62bb486ebe34565b200024fa

Reaktionsgleichung

CCOC(=O)c1ccc(Cl)nc1-c1ccccc1
ethyl 6-chloro-2-phenylpyridine-3-carboxylate
Nc1nc(NCCNc2ccc(-c3ncc[nH]3)c(-c3ccc(Cl)cc3Cl)n2)ccc1[N+](=O)[O-]
{2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine
CCOC(=O)CC(=O)c1ccccc1
ethyl 3-oxo-3-phenylpropanoate
N#CC1=C(C#N)C(=O)C(Cl)=C(Cl)C1=O
DDQ
Clc1ccccn1
chloropyridine
CCOC(=O)c1ccc(NCCNc2ccc([N+](=O)[O-])cn2)nc1-c1ccccc1
final product
CCOC(=O)c1ccc(NCCNc2ccc([N+](=O)[O-])cn2)nc1-c1ccccc1
ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-2-phenylpyridine-3-carboxylate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat 80° C.
  2. 2
    Sonstigefor 18 hours

Vorschrift

ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-2-phenylpyridine-3-carboxylate was prepared from ethyl 3-oxo-3-phenylpropanoate as the starting material and DDQ in the oxidation step. The final product is achieved directly from the chloropyridine by reacting ethyl 6-chloro-2-phenylpyridine-3-carboxylate with 2-(2-aminoethylamine)-5-nitropyridine in CH3CN and Hüing's base at 80° C. for 18 hours. The procedures are analogous to the general method for {2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[6-(2,4-dichlorophenyl)-5-imidazolyl(2-pyridyl)]amine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07425557B2uspto-grants-2008_09