Benzyl 2-(oxazol-2-yl)propan-2-ylcarbamate → 1-(4,5-Dihydro-oxazol-2-yl)-1-methyl-ethylamine

HRID 927454Notes

Reaction equation

HRID 927454 reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([NH:9]C(=O)OCC1C=CC=CC=1)([CH3:8])[CH3:7].[H][H]>[Pd].C(O)C>[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]([NH2:9])([CH3:8])[CH3:7]

Participants

5

Reactant 2

HCID 71087227Benzyl 2-(oxazol-2-yl)propan-2-ylcarbamateHCID 178418361HCID 178418361, compound

Product 1

HCID 866747521-(4,5-Dihydro-oxazol-2-yl)-1-methyl-ethylamineYield 33%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of benzyl 2-(oxazol-2-yl)propan-2-ylcarbamate (Example 8 d, 0.63 g) and palladium on carbon (10% w/w, 0.06 g) in ethanol (20 mL) was charged with hydrogen balloon and stirred at room temperature for 2 h. TLC showed the reaction was complete; it was filtered and concentrated to give the product as yellow oil (0.1 g, 33%); MS (EI): m/e=129.1 [M+H]+.

Workup

  1. filtrationit was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-de78b666a2e5409f8bab3135385f8120
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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