Reaktion #2320118

ord-59c2543ddad944bba9ceca3f296f3eb5

Reaktionsgleichung

ClCCl
CH2Cl2
CN(C)S(=O)(=O)c1cc(Br)c(F)cc1F
5-Bromo-2,4-difluoro-N,N-dimethyl-benzenesulfonamide
OB(O)c1ccncc1
4-pyridine-boronic acid
O=C([O-])[O-].[Na+].[Na+]
Na2CO3
CN(C)S(=O)(=O)c1cc(-c2ccncc2)c(F)cc1F
2,4-Difluoro-N,N-dimethyl-5-pyridin-4-yl-benzenesulfonamide

Lösungsmittel

Reaktionsbedingungen

Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenthe organic phase was washed with water
  2. 2
    Trocknendried (MgSO4)
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigeevaporated to dryness
  5. 5
    SonstigeThe residue was then used without any further purification

Vorschrift

5-Bromo-2,4-difluoro-N,N-dimethyl-benzenesulfonamide (400 mg) and 4-pyridine-boronic acid (165 mg) was dissolved in toluene (5 ml) and abs EtoH (5 ml). To the mixture was then added Na2CO3 (200 mg) and Pd(PPh3)4 (79 mg) under an atmosphere of Argon. The resulting mixture was heated to 90° C. for 18 h. Then CH2Cl2 was added and the organic phase was washed with water and dried (MgSO4), filtered and evaporated to dryness. The residue was then used without any further purification. (MS m/z (rel. intensity, 70 eV) 298 (M+, 77), 256 (36), 191 (bp), 190 (98), 143 (74).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE041315E1uspto-grants-2010_05