Reaktion #9873

ord-d4cc21a4adb5481cb9c9581135c634cc

Reaktionsgleichung

c1ccncc1
Pyridine
O=C(Cl)COCc1ccccc1
benzyloxyacetyl chloride
NS(=O)(=O)c1ccc(CCNCc2cccc(-c3cccc(C(=O)NCCN4CCCC4)c3)c2)cc1
3′-[{2-[4-(aminosulfonyl)phenyl]ethyl}aminomethyl]-N-[2-(1-pyrrolidinyl)ethyl]-[1,1′-biphenyl]-3-carboxamide
NS(=O)(=O)c1ccc(CCN(Cc2cccc(-c3cccc(C(=O)NCCN4CCCC4)c3)c2)C(=O)COCc2ccccc2)cc1
3′-{({2-[4-(Aminosulfonyl)phenyl]ethyl}[(benzyloxy)acetyl]amino)methyl}-N-[2-(1-pyrrolidinyl)ethyl][1,1′-biphenyl]-3-carboxamide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    WaschenThe extract was washed with brine
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    Sonstigethe solvent was evaporated under reduced pressure
  5. 5
    SonstigeThe residues were purified by silica gel column chromatography (dichloromethane/methanol=98/2), whereby the title compound (257 mg)
  6. 6
    Sonstigewas obtained

Vorschrift

Pyridine (0.16 ml) and benzyloxyacetyl chloride (0.16 ml) were added to a solution of 3′-[{2-[4-(aminosulfonyl)phenyl]ethyl}aminomethyl]-N-[2-(1-pyrrolidinyl)ethyl]-[1,1′-biphenyl]-3-carboxamide (506 mg) in DMF (10 ml). The reaction mixture was stirred at room temperature for 16 hours, then diluted with water and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residues were purified by silica gel column chromatography (dichloromethane/methanol=98/2), whereby the title compound (257 mg) was obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091247B2uspto-grants-2006_08