Ammonium formate → HCID 58305739, compound

HRID 2280332Notes

Reaction equation

HRID 2280332 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:11]2[O:12][CH:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O.C([O-])=O.[NH4+]>[Pd].CO>[CH3:1][C:2]1[CH:3]=[C:4]([C:11]2[O:12][CH:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[NH2:8]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 58305724HCID 58305724, compound

Product 1

HCID 58305739HCID 58305739, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
35 °C

Procedure

Under nitrogen atmosphere, 2-(3-methyl-4-nitrophenyl)oxazole (50 mg, 0.25 mmol), HCOONH4 (32 mg, 5.90 mmol) and Pd/C (10%, 13 mg) were added into methanol (5 mL). After having been stirred at 35° C. for 6 h, the mixture was filtered, concentrated and purified by prep-TLC (DCM) to afford 2-methyl-4-(oxazol-2-yl)aniline as a yellow solid (24 mg, 56%).

Workup

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated
  3. custompurified by prep-TLC (DCM)

Sources & evidence

ORD record
ord-a90c08b18ba7431ba7bf3656fb2eb5b6
Source dataset
uspto-grants-2015_09
Patent number
US09138427B2

Reaction notes

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