HCID 67167138, compound → HCID 58257116, compound

HRID 2093785Notes

Reaction equation

HRID 2093785 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:12]1[O:16][CH:15]=[N:14][CH:13]=1>CO.[Pd]>[CH3:11][C:5]1[CH:4]=[C:3]([C:12]2[O:16][CH:15]=[N:14][CH:13]=2)[C:2]([CH3:1])=[CH:7][C:6]=1[NH2:8]

Participants

4

Reactant 1

HCID 67167138HCID 67167138, compound

Product 1

HCID 58257116HCID 58257116, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The 5-(2,5-dimethyl-4-nitrophenyl)oxazole obtained in the last step was dissolved in methanol (10 mL). To the solution was added Pd/C (10%). The reaction mixture was degassed and purged with H2 for several times and then stirred under 1 atm. hydrogen gas overnight. The mixture was filtered and concentrated to afford 2,5-dimethyl-4-(oxazol-5-yl)aniline as a white solid. ESMS m/z 189 (M+H+).

Workup

  1. customThe reaction mixture was degassed
  2. custompurged with H2 for several times
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2b28c50b7b594702a6eb50371944b473
Source dataset
uspto-grants-2013_05
Patent number
US08445505B2

Reaction notes

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