Pyridine → HCID 18921566, compound

HRID 1289428Notes

Reaction equation

HRID 1289428 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.[Br:15]Br.N1C=CC=CC=1>ClC(Cl)(Cl)Cl>[Br:15][C:7]1[CH:8]=[N:9][C:10]2[C:5]([CH:6]=1)=[CH:4][C:3]([C:2]([F:1])([F:13])[F:14])=[CH:12][CH:11]=2

Participants

5

Reactant 3

HCID 1049PyridineHCID 24408BromineHCID 126475676-(Trifluoromethyl)quinoline

Product 1

HCID 18921566HCID 18921566, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

19.7 g of 6-trifluoromethyl-quinoline is introduced into 200 ml of tetrachloromethane. 5.2 ml of bromine is instilled and the solution is refluxed for one hour. Within twenty minutes, 7.9 g of pyridine in 8 ml of tetrachloromethane is instilled in the boiling solution. After one hour, it is allowed to cool, decanted from the precipitated salt and the solution is concentrated by evaporation. After column chromatography, 14.6 g of 3-bromo-6-trifluoromethyl-quinoline of melting point 79° C. is obtained.

Workup

  1. temperaturethe solution is refluxed for one hour
  2. waitWithin twenty minutes
  3. temperatureto cool
  4. customdecanted from the precipitated salt
  5. concentrationthe solution is concentrated by evaporation

Sources & evidence

ORD record
ord-5dcd0cc6b6b646d4b45637753ec9eb4b
Source dataset
uspto-grants-1998_05
Patent number
US05750526

Reaction notes

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