Ammonia → 4-Chloro-6-(4-fluorophenyl)-2-methylpyrimidine

HRID 635889

Reaction equation

HRID 635889 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12](O)[N:11]=[C:10]([CH3:15])[N:9]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:18])=O.N>O>[Cl:18][C:12]1[CH:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[N:9]=[C:10]([CH3:15])[N:11]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 178418772HCID 178418772, compound

Product 1

HCID 158701424-Chloro-6-(4-fluorophenyl)-2-methylpyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 21 g of 4-(4-fluorophenyl)-6-hydroxy-2-methylpyrimidine was added 63 ml of phosphorus oxychloride and the mixture was refluxed for 1 hour. This reaction mixture was cooled, poured into iced water, and neutralized with 28% aqueous ammonia and the crystals that separated out were collected by filtration. The crystals were washed with water and dried to provide 21 g of the title compound.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureThis reaction mixture was cooled
  3. customthe crystals that separated out
  4. filtrationwere collected by filtration
  5. washThe crystals were washed with water
  6. customdried

Sources & evidence

ORD record
ord-2bd251da542e447d8260b1e91c41a18a
Source dataset
uspto-grants-2001_02
Patent number
US06191149B1

Linked notes

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