Reaktion #92434

ord-96f84616f81e4bcc954d1697df60a400

Reaktionsgleichung

CCS(=O)(=O)Cl
ethanesulfonyl chloride
Nc1cc(-c2ccc(F)cc2F)cc(-n2cnc3cc(-c4c[nH]nn4)cnc32)c1
5-(6-(1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-2′,4′-difluoro-[1,1′-biphenyl]-3-amine
c1ccncc1
pyridine
CCS(=O)(=O)Nc1cc(-c2ccc(F)cc2F)cc(-n2cnc3cc(-c4c[nH]nn4)ccc32)c1
N-(5-(5-(1H-1,2,3-triazol-4-yl)-1H-benzo[d]imidazol-1-yl)-2′,4′-difluoro-[1,1′-biphenyl]-3-yl)ethanesulfonamide
Ausbeute 2.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter completion of the reaction the solvent
  2. 2
    workup.DISTILLATIONwas distilled off
  3. 3
    Sonstigethe crude product was purified by preparative HPLC
  4. 4
    Sonstigeto give the product in 2.3% yield (2 mg)

Vorschrift

To a solution of 5-(6-(1H-1,2,3-triazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)-2′,4′-difluoro-[1,1′-biphenyl]-3-amine (70 mg, 0.18 mmol) in DCM was added pyridine (42 mg, 0.54 mmol, 3.0 eq.) followed by ethanesulfonyl chloride (27 mg, 0.216 mmol, 1.2 eq.). The reaction was monitored by LCMS. After completion of the reaction the solvent was distilled off and the crude product was purified by preparative HPLC to give the product in 2.3% yield (2 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447091B2uspto-grants-2016_09