Reacción #6907

ord-ce024ddd171d42738801fd911c4752bb

Ecuación de reacción

Nc1ccccc1I
2-iodoaniline
C/C(C(=O)[O-])=C(\C)C(=O)[O-]
dimethylmaleate
CCN(CC)CC
triethylamine
COC(=O)c1cc(=O)[nH]c2ccccc12
methyl 2-oxo-1,2-dihydroquinoline-4-carboxylate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe tube was flushed with nitrogen
  2. 2
    Otrosealed
  3. 3
    TemperaturaThe sealed tube was heated at 100° for 3.5 h
  4. 4
    Filtraciónthe resulting solids filtered
  5. 5
    Lavadowashed with acetonitrile
  6. 6
    workup.DISSOLUTIONThe solids were dissolved in chloroform
  7. 7
    Otrothe solvent removed under vacuum
  8. 8
    Otroto provide a solid

Procedimiento

In a heavy-walled PYREX tube was placed 2-iodoaniline (2.84 g, 13 mmol), dimethylmaleate (2.44 g, 17 mmol), triethylamine (1.4 mL, 10 mmol), palladium diacetate (31 mg, 0.14 mmol) and 6 mL acetonitrile. The tube was flushed with nitrogen and sealed. The sealed tube was heated at 100° for 3.5 h then cooled to r.t. The tube was opened and the resulting solids filtered and washed with acetonitrile. The solids were dissolved in chloroform and the solvent removed under vacuum to provide a solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07084156B2uspto-grants-2006_08