Reaktion #43842

ord-7db83d52087e4da69a6479ab59863b01

Reaktionsgleichung

N#Cc1ccc(CBr)cc1
4-Cyanobenzyl bromide
O=C([O-])[O-].[K+].[K+]
K2CO3
CCCc1nc2cc(NS(=O)(=O)c3ccc(F)cc3)ccc2n1CC(=O)OC(C)(C)C
[5-(4-fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester
CCCc1nc2cc(N(Cc3ccc(C#N)cc3)S(=O)(=O)c3ccc(F)cc3)ccc2n1CC(=O)OC(C)(C)C
{5-[(4-Cyano-benzyl)-(4-fluoro-benzenesulfonyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered through an Extrelut column
  2. 2
    WaschenThe column was washed with EtOAc
  3. 3
    Einengenthe filtrate was concentrated
  4. 4
    SonstigeThe crude product was carried onto the next reaction without any further purification or characterization

Vorschrift

4-Cyanobenzyl bromide (0.27 mmol) and K2CO3 (63 mg, 0.45 mmol) were added to a solution of [5-(4-fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester (40 mg, 0.09 mmol) in CH3CN (1 mL), and stirred overnight at 80° C. The reaction mixture was diluted with EtOAc and H2O, and then filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was carried onto the next reaction without any further purification or characterization.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732618B2uspto-grants-2010_06