6-(6-Bromo-2,3,4-trifluorophenyl)-3,3-dimethylpiperidin-2-one → 3,3-Dimethyl-6-(2,3,4-trifluorophenyl)piperidin-2-one

HRID 1866649Notes

Reaction equation

HRID 1866649 reaction equation
Br[C:2]1[C:7]([CH:8]2[NH:13][C:12](=[O:14])[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9]2)=[C:6]([F:17])[C:5]([F:18])=[C:4]([F:19])[CH:3]=1>[Pd].CCO>[CH3:15][C:11]1([CH3:16])[CH2:10][CH2:9][CH:8]([C:7]2[CH:2]=[CH:3][C:4]([F:19])=[C:5]([F:18])[C:6]=2[F:17])[NH:13][C:12]1=[O:14]

Participants

4

Reactant 1

HCID 866163926-(6-Bromo-2,3,4-trifluorophenyl)-3,3-dimethylpiperidin-2-one2×

Product 1

HCID 669732823,3-Dimethyl-6-(2,3,4-trifluorophenyl)piperidin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 6-(6-bromo-2,3,4-trifluorophenyl)-3,3-dimethylpiperidin-2-one (27.0 mg, 0.080 mmol, described in Intermediate 17) and 10% palladium on carbon in degassed EtOH (2 mL) was stirred under a hydrogen balloon for 3 h. The reaction mixture was filtered through a Celite pad and concentrated in vacuo to provide the title compound. MS: m/z=258 (M+1).

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0404fb3196ad4ec6a86f5a944e7a0c2f
Source dataset
uspto-grants-2009_12
Patent number
US07629338B2

Reaction notes

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