Benzene, 1-fluoro-4-(trifluoromethyl)- → HCID 10800004, compound

HRID 1735749Notes

Reaction equation

HRID 1735749 reaction equation
CC(C)([O-])C.[K+].[NH2:7][C:8]1[CH:9]=[N:10][CH:11]=[N:12][CH:13]=1.F[C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=1>CS(C)=O>[F:22][C:21]([F:24])([F:23])[C:18]1[CH:19]=[CH:20][C:15]([NH:7][C:8]2[CH:9]=[N:10][CH:11]=[N:12][CH:13]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 67873Benzene, 1-fluoro-4-(trifluoromethyl)-HCID 344373Pyrimidin-5-amineHCID 23665647Potassium tert-butoxide

Product 1

HCID 10800004HCID 10800004, compoundYield 35.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

To 5 ml of dimethyl sulfoxide (DMSO) containing 0.34 g of potassium tert-butoxide was added 0.29 g of 5-aminopyrimidine, followed by stirring at room temperature for about 15 minutes. To the reaction mixture was added dropwise 1 ml of a DMSO solution containing 0.33 g of p-fluorobenzotrifluoride, followed by heating at 60° C. for about 40 minutes. The reaction mixture was allowed to cool and poured into 150 ml of ice-water. The thus formed white crystals were collected by filtration and dried to obtain 0.17 g of 5-(4-trifluoromethylphenyl)aminopyrimidine.

Workup

  1. temperatureby heating at 60° C. for about 40 minutes
  2. temperatureto cool
  3. filtrationThe thus formed white crystals were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-bbb4a022cb6f413a94cc400f5a0600f2
Source dataset
uspto-grants-1996_07
Patent number
US05538976

Reaction notes

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