Reacción #45625

ord-ffb179ff20e1473398f8d446b62d2b58

Ecuación de reacción

Cc1c(C#N)c(NC(=O)COCc2ccccc2)c(O)c(F)c1-c1ccccc1
2-(benzyloxy)-N-(3-cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)acetamide
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
→
Cc1c(-c2ccccc2)c(F)c2oc(COCc3ccccc3)nc2c1C#N
2-[(Benzyloxy)methyl]-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

Reactantes

—
din toluene
Cc1c(C#N)c(NC(=O)COCc2ccccc2)c(O)c(F)c1-c1ccccc1
2-(benzyloxy)-N-(3-cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)acetamide
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added
  2. 2
    Temperaturaby heating
  3. 3
    Temperaturaunder reflux for 18 hours

Procedimiento

Similarly, 2-(benzyloxy)-N-(3-cyano-6-fluoro-5-hydroxy-2-methyl[1,1′-biphenyl]-4-yl)acetamide (I-89) (418 mg, 1.07 mmol) was dissolve din toluene (8.4 ml), p-toluenesulfonic acid monohydrate (84 mg, 20 wt. %) was added, followed by heating under reflux for 18 hours.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07737166B2uspto-grants-2010_06