HCID 22030186, compound → HCID 22030009, compound

HRID 1791241Notes

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

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. temperatureto reflux for 1 hour
  2. temperatureCool the mixture
  3. filtrationfilter
  4. washwash the precipitate with ether (100 mL)
  5. additiontreat the solution with hydrochloric acid until the solution
  6. customCollect the white solid
  7. filtrationby filtration and air
  8. customdry

Sources & evidence

ORD record
ord-d6e6a6a37c1d44189bc651ece3388da5
Source dataset
uspto-grants-2006_07
Patent number
US07074799B2

Reaction notes

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