Imidazole → HCID 12151220, compound

HRID 2415039Notes

Reaction equation

HRID 2415039 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[C:4]([C:10]([F:13])([F:12])[F:11])[N:3]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>C(#N)C>[F:9][C:5]1[C:6]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[N:7][C:2]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[N:3][C:4]=1[C:10]([F:13])([F:12])[F:11]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 133889952,4-Dichloro-5-fluoro-6-(trifluoromethyl)pyrimidine

Product 1

HCID 12151220HCID 12151220, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2,4-Dichloro-5-fluoro-6-trifluoromethylpyrimidine (2.74 g) was dissolved in acetonitrile (30 ml) and imidazole (3.97 g) was added at room temperature with stirring. The mixture was stirred over night and then the solvent was removed under reduced pressure. The residue was added water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and brine, respectively and dried over magnesium sulfate. The solvent was removed under reduced pressure. The residue was triturated with carbon tetrachloride to give crude, 5-fluoro-2,4-diimidazol-1-yl-6-trifluoromethylpyrimidine. It was recrystallized from isopropanol as colorless crystalline solid, mp 142-150° C. (decomposed).

Workup

  1. stirringThe mixture was stirred over night
  2. customthe solvent was removed under reduced pressure
  3. additionThe residue was added water
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with water and brine
  6. dry with materialrespectively and dried over magnesium sulfate
  7. customThe solvent was removed under reduced pressure
  8. customThe residue was triturated with carbon tetrachloride

Sources & evidence

ORD record
ord-39050fc2a797460ca14da09c6e6d9f03
Source dataset
uspto-grants-2004_11
Patent number
US06818631B1

Reaction notes

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