Potassium Carbonate → trans-3-Amino-1-isobutyl-5-phenylpyrrolidin-2-one

HRID 1725622Notes

Reaction equation

HRID 1725622 reaction equation
FC(F)(F)C([NH:5][C@H:6]1[CH2:10][C@H:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([CH2:17][CH:18]([CH3:20])[CH3:19])[C:7]1=[O:21])=O.C(=O)([O-])[O-].[K+].[K+]>CO.O>[NH2:5][C@H:6]1[CH2:10][C@H:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([CH2:17][CH:18]([CH3:19])[CH3:20])[C:7]1=[O:21]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86616775HCID 86616775, compound

Product 1

HCID 68961519trans-3-Amino-1-isobutyl-5-phenylpyrrolidin-2-oneYield 100.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of trans-2,2,2-trifluoro-N-(1-isobutyl-2-oxo-5-phenylpyrrolidin-3-yl)acetamide (63.2 mg, 0.192 mmol) in methanol (3 mL) and water (1 mL) was added potassium carbonate (79.8 mg, 0.578 mmol). After 27 hours, the reaction solution was concentrated and worked up with methylene chloride and water. The organic extracts were dried over sodium sulfate, filtered and concentrated to produce the title compound (44.7 mg). MS 233 (M+1).

Workup

  1. concentrationthe reaction solution was concentrated
  2. dry with materialThe organic extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-662a89ee723f44d6b0765431825fb312
Source dataset
uspto-grants-2009_02
Patent number
US07491713B2

Reaction notes

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