HCID 67155243, compound → HCID 67155497, compound

HRID 536397Notes

Reaction equation

HRID 536397 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([CH3:11])=[CH:4][C:3]=1[C@H:12]1[CH2:16][O:15][C:14](=[O:17])[NH:13]1>CO.[Pd]>[NH2:8][C:6]1[C:5]([CH3:11])=[CH:4][C:3]([C@H:12]2[CH2:16][O:15][C:14](=[O:17])[NH:13]2)=[C:2]([CH3:1])[CH:7]=1

Participants

4

Reactant 1

HCID 67155243HCID 67155243, compound

Product 1

HCID 67155497HCID 67155497, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (S)-4-(2,5-dimethyl-4-nitrophenyl)oxazolidin-2-one (55 mg, 0.23 mmol) in MeOH (5 mL) was added Pd/C (5 mg, 10% w/w). The mixture was degassed and stirred at room temperature under 1 atm. H2 for 14 h. The Pd/C was removed by filtering through Celite. The filtrate was concentrated to provide (S)-4-(4-amino-2,5-dimethylphenyl)-oxazolidin-2-one which was used in the next step without further purification; ESMS m/z 207.1 (M+H+).

Workup

  1. customThe mixture was degassed
  2. customThe Pd/C was removed
  3. filtrationby filtering through Celite
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-ecdb450c3f104ef89b134077090512fb
Source dataset
uspto-grants-2014_10
Patent number
US08859574B2

Reaction notes

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