Reaction #11913

ord-ad07cb21f6bc41b9acab444e1cee39e1

Reaction equation

NC(=O)c1cccnc1NC(=O)c1ccccc1C(F)(F)F
2-(2-Trifluoromethyl-benzoylamino)-nicotinamide
CC[O-].[K+]
Potassium ethoxide
O=S(=O)([O-])O.[Na+]
sodium hydrogen sulfate
O=c1[nH]c(-c2ccccc2C(F)(F)F)nc2ncccc12
2-(2-trifluoromethyl-phenyl)-3H-pyrido[2,3-d]pyrimidin-4-one

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureis heated
  2. 2
    Temperatureto reflux for 16 h
  3. 3
    OtherThe reaction mixture is evaporated in vacuo
  4. 4
    Otherto afford a gummy residue that
  5. 5
    FiltrationThe resulting precipitate is filtered
  6. 6
    Otherdried under vacuum at 50 C

Procedure

2-(2-Trifluoromethyl-benzoylamino)-nicotinamide (800 mg, 2.6 mmol) is dissolved in 10 ml of ethanol. Potassium ethoxide (435 mg, 5.2 mmol) is added to the solution which is heated to reflux for 16 h. The reaction mixture is evaporated in vacuo to afford a gummy residue that is dissolved in water and acidified with 10% sodium hydrogen sulfate to pH 7. The resulting precipitate is filtered and dried under vacuum at 50 C to give 2-(2-trifluoromethyl-phenyl)-3H-pyrido[2,3-d]pyrimidin-4-one.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098330B2uspto-grants-2006_08