HCID 86709373, compound → HCID 69482757, compound

HRID 2172190Notes

Reaction equation

HRID 2172190 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.C1COCC1.[Pd]>[F:32][C:29]([F:30])([F:31])[C:26]1[CH:27]=[CH:28][C:23]([CH2:22][CH2:21][N:18]2[CH2:17][CH2:16][N:15]([C:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=3)[CH2:20][CH2:19]2)=[CH:24][CH:25]=1

Participants

5

Reactant 1

HCID 86709373HCID 86709373, compound

Product 1

HCID 69482757HCID 69482757, compoundYield 96.3%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
55 °C

Procedure

1-(4-Benzyloxyphenyl)-4-[2-(4-trifluoromethylphenyl)ethyl]piperazine (0.94 g) was dissolved in ethanol (19 ml) and THF (19 ml). 10% palladium on carbon (94 mg) was added to the mixture and stirred at 50 to 60° C. under a hydrogen atmosphere for 8 hours. After being cooled to room temperature, the catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to afford the title compound as a gray powder (0.72 g).

Workup

  1. temperatureAfter being cooled to room temperature
  2. customthe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7b0efdc5576d47c4865801c805112c4b
Source dataset
uspto-grants-2015_06
Patent number
US09051333B2

Reaction notes

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