Réaction #45673

ord-3326e4a266eb4e70b9accc45988aa27d

Équation de réaction

O=C1CCC(=O)N1Br
N-bromosuccinimide
C=C(OCC)c1c(C)c(C#N)c2nc(C(=O)N(C)C)oc2c1F
4-cyano-6-[1-(ethoxy)ethenyl]-7-fluoro-N,N,5-trimethyl-1,3-benzoxazole-2-carboxamide
Cc1c(C(=O)CBr)c(F)c2oc(C(=O)N(C)C)nc2c1C#N
6-Bromoacetyl-4-cyano-7-fluoro-N,N,5-trimethyl-1,3-benzoxazole-2-carboxamide

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was evaporated away under reduced pressure
  2. 2
    workup.DISSOLUTIONthe resulting residue was dissolved in ethyl acetate
  3. 3
    Lavagethe solution was washed with water

Mode opératoire

Next, at room temperature, N-bromosuccinimide (2.10 g, 11.8 mmol) was added to a tetrahydrofuran/water (178 ml/11 ml) mixed solution of the obtained 4-cyano-6-[1-(ethoxy)ethenyl]-7-fluoro-N,N,5-trimethyl-1,3-benzoxazole-2-carboxamide (3.56 g, 11.2 mmol), and stirred for 20 minutes. The solvent was evaporated away under reduced pressure, and the resulting residue was dissolved in ethyl acetate, and the solution was washed with water.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07737166B2uspto-grants-2010_06