HCID 178469210, compound → HCID 15147515, compound

HRID 255717Notes

Reaction equation

HRID 255717 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[NH:5][CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[N:3]=[C:4]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:5]=[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

4

Reactant 1

HCID 178469210HCID 178469210, compound

Product 1

HCID 15147515HCID 15147515, compoundYield 3.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of ethyl 1,6-dihydro-4-methyl-2-phenyl-6-(3-trifluoromethylphenyl)-5-pyrimidinecarboxylate (12 g) in ethyl acetate (240 ml) was added activated manganese dioxide (48 g) and the mixture was refluxed for 2.5 hours with stirring vigorously. After allowing to cool, manganese dioxide was filtered off. The filtrate was evaporated in vacuo and the residual precipitate was recrystallized from pet ether. The crystal was filtered off and dried in vacuo to give ethyl 6-methyl-2-phenyl-4-(3-trifluoromethylphenyl)-5-pyrimidinecarboxylate (0.45 g).

Workup

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. temperatureto cool
  3. filtrationmanganese dioxide was filtered off
  4. customThe filtrate was evaporated in vacuo
  5. customthe residual precipitate was recrystallized from pet ether
  6. filtrationThe crystal was filtered off
  7. customdried in vacuo

Sources & evidence

ORD record
ord-8e0d826fa38f48559c8f85e63b8703f4
Source dataset
uspto-grants-1987_10
Patent number
US04698340

Reaction notes

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