HCID 19779368, compound → HCID 19779399, compound

HRID 1031125Notes

Reaction equation

HRID 1031125 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([N+:12]([O-])=O)[C:3]=1[N:15]1[C:20](=[O:21])[CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[N:17]=[CH:16]1>C(O)(C)C.O.Cl>[NH2:12][C:4]1[CH:5]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=[C:2]([F:1])[C:3]=1[N:15]1[C:20](=[O:21])[CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[N:17]=[CH:16]1

Participants

5

Reactant 1

HCID 19779368HCID 19779368, compound

Product 1

HCID 19779399HCID 19779399, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

Reduced iron powder (0.18g) was added to a suspension of 1-(2-fluoro-6-nitro-4-trifluoromethylphenyl)-4-trifluoromethylpyrimidin-6-one (0.6g) in a mixture of isopropanol (6ml) and water (0.6ml). Concentrated hydrochloric acid (1 drop) was added, and the reaction mixture was heated to 100° C. for a period of 5 hours. After cooling to ambient temperature, the reaction mixture was filtered through celite, and the residue washed with ethyl acetate. Evaporation of the filtrate under reduced pressure gave 1-(2-amino-6-fluoro-4-trifluoromethylphenyl)-4-trifluoromethylpyrimidin-6-one as an off-white solid, which was used in Preparation 13 without further purification.

Workup

  1. temperatureAfter cooling to ambient temperature
  2. filtrationthe reaction mixture was filtered through celite
  3. washthe residue washed with ethyl acetate
  4. customEvaporation of the filtrate under reduced pressure

Sources & evidence

ORD record
ord-b28ea856b884443784889fda8c04478b
Source dataset
uspto-grants-1992_04
Patent number
US05109004

Reaction notes

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