Methanol → 1-[(2-Methoxy-3-pyridyl)methyl]-4-[2-(2-aminophenyl)-2-oxoethyl]piperidine

HRID 1837738Notes

Reaction equation

HRID 1837738 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][C:17](=[O:31])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[NH:24]C(=O)C(F)(F)F)[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1.C(=O)([O-])[O-].[K+].[K+].CO>O>[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[NH2:24])=[O:31])[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 226786181-[(2-Methoxy-3-pyridyl)methyl]-4-[2-oxo-2-(2-trifluoroacetylaminophenyl)ethyl]piperidine

Product 1

HCID 226784371-[(2-Methoxy-3-pyridyl)methyl]-4-[2-(2-aminophenyl)-2-oxoethyl]piperidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

150 mg of 1-[(2-methoxy-3-pyridyl)methyl]-4-[2-oxo-2-(2-trifluoroacetylaminophenyl)ethyl]piperidine obtained in Example 63 and 141 mg of potassium carbonate were suspended in a mixed solvent of 3 ml of methanol and 3 ml of water, and the mixture was stirred at room temperature for one hour. The reaction solution was extracted with ethyl acetate, and the organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, to give the title compound as a yellow oil (quantitatively).

Workup

  1. extractionThe reaction solution was extracted with ethyl acetate
  2. washthe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-eefd2cbd4dc849369a64e71bdc1c7900
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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