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HCID 22030186, compound → HCID 22030009, compound

HRID 1791241
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Reaction equation

HRID 1791241 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1>Br.CC(O)=O>[F:17][C:15]([F:16])([F:18])[C:14]1[C:9]([C:6]2[CH:5]=[CH:4][C:3](=[O:2])[NH:8][CH:7]=2)=[N:10][CH:11]=[CH:12][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 22030186HCID 22030186, compound

Product 1

HCID 22030009HCID 22030009, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidSolvent

Procedure

Heat 6′-methoxy-3-trifluoromethyl-[2,3′]bipyridinyl (41 g, 0.16 mol) in 30% HBr/AcOH (100 mL) to reflux for 1 hour. Cool the mixture and filter, and wash the precipitate with ether (100 mL). Transfer the precipitate into 10M sodium hydroxide (500 mL) and stir for 1 hour, and treat the solution with hydrochloric acid until the solution is pH 7. Collect the white solid by filtration and air dry to give the title compound (36 g, 93%) as a white solid.

Workup

  1. temperature
to reflux for 1 hour
  • temperatureCool the mixture
  • filtrationfilter
  • washwash the precipitate with ether (100 mL)
  • additiontreat the solution with hydrochloric acid until the solution
  • customCollect the white solid
  • filtrationby filtration and air
  • customdry
  • Sources & evidence

    ORD record
    ord-d6e6a6a37c1d44189bc651ece3388da5
    Source dataset
    uspto-grants-2006_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07074799B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes