Réaction #2320118

ord-59c2543ddad944bba9ceca3f296f3eb5

Équation de réaction

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

Solvants

Conditions de réaction

Température
90°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Lavagethe organic phase was washed with water
  2. 2
    Séchagedried (MgSO4)
  3. 3
    Filtrationfiltered
  4. 4
    Autreevaporated to dryness
  5. 5
    AutreThe residue was then used without any further purification

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE041315E1uspto-grants-2010_05