HCID 68686922, compound → HCID 86613528, compound

HRID 1441348Notes

Reaction equation

HRID 1441348 reaction equation
[C:1]([N:6]([C:9]1[CH:10]=[N:11][O:12][C:13]=1[CH3:14])[CH2:7][CH3:8])(=[O:5])[CH2:2][CH2:3][CH3:4]>CCO.[Pd]>[C:13](/[C:9](/[N:6]([CH2:7][CH3:8])[C:1](=[O:5])[CH2:2][CH2:3][CH3:4])=[CH:10]\[NH2:11])(=[O:12])[CH3:14]

Participants

4

Reactant 1

HCID 68686922HCID 68686922, compound

Product 1

HCID 86613528HCID 86613528, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(N-butyryl-N-ethylamino)-5-methylisoxazole (Method 10; 45 g, 230 mM) in EtOH (1.5 l) was hydrogenated over 10% Pd/C (11.25 g) at 4 bar. The catalyst was filtered off and the solution was evaporated. The residue was triturated with ether and the crystalline intermediate was filtered off (33.94 g). This was used without further purification.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solution was evaporated
  3. customThe residue was triturated with ether
  4. filtrationthe crystalline intermediate was filtered off (33.94 g)
  5. customThis was used without further purification

Sources & evidence

ORD record
ord-9cb7a62b6247459f8362d5964a8c6d25
Source dataset
uspto-grants-2010_02
Patent number
US07655652B2

Reaction notes

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