HCID 57637127, compound → 5-(1-Methylethyl)-2-oxazoleethanamine

HRID 1804562Notes

Reaction equation

HRID 1804562 reaction equation
[CH:1]([C:4]1[O:8][C:7]([CH2:9][CH2:10][NH:11]C(=O)OCC2C=CC=CC=2)=[N:6][CH:5]=1)([CH3:3])[CH3:2]>CO.[Pd]>[CH:1]([C:4]1[O:8][C:7]([CH2:9][CH2:10][NH2:11])=[N:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 57637127HCID 57637127, compound

Product 1

HCID 576369595-(1-Methylethyl)-2-oxazoleethanamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6.50 g (22.54 mmol) benzyl [2-(5-isopropyl-oxazol-2-yl)-ethyl]-carbamate are placed in 130 ml of methanol, 3.50 g of 10% palladium/charcoal are added, then the mixture is hydrogenated for 5 hours at ambient temperature under a pressure of 14 psi. Then the catalyst is removed by suction filtering and the solution is evaporated down. The residue is extracted with dichloromethane and potassium carbonate solution, the organic phase is dried and evaporated to dryness.

Workup

  1. customThen the catalyst is removed by suction
  2. filtrationfiltering
  3. customthe solution is evaporated down
  4. extractionThe residue is extracted with dichloromethane and potassium carbonate solution
  5. customthe organic phase is dried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-fdcbf61de0d443d18c2b64b49dd0f745
Source dataset
uspto-grants-2013_01
Patent number
US08354418B2

Reaction notes

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