MLS003170801 → 62613-70-1

HRID 2398271Notes

Reaction equation

HRID 2398271 reaction equation
[CH2:1]([C:3]1[C:7]2[C:8](=[O:19])[N:9]([CH3:18])[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:11][C:6]=2[O:5][N:4]=1)[CH3:2].[H][H]>[Pd].C(O)C>[NH:4]=[C:3]([C:7]1[C:8](=[O:19])[N:9]([CH3:18])[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:11][C:6]=1[OH:5])[CH2:1][CH3:2]

Participants

5

Reactant 2

HCID 332790MLS003170801HCID 178418361HCID 178418361, compound

Product 1

HCID 13573760562613-70-1

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 7.2 g. (0.0314 mole) of 3-ethyl-5-methyl-6-phenyl-isoxazolo[4,5-c]pyridin-4(5H)-one, 160 ml. ethanol and 0.800 g. 10% palladium on carbon is hydrogenated at 50 psi and room temperature. The hydrogenation is ceased after 1 equivalent of hydrogen is absorbed (ca 4 hours). The mixture is filtered to remove the catalyst and the solvent removed in vacuo. The residue is crystallized from ether to give 3-(1-iminopropyl)-4-hydroxy-6-phenyl-1-methyl-2(1H)-pyridone, m.p. 145° to 147° C.

Workup

  1. additionA mixture of 7.2 g
  2. customis hydrogenated at 50 psi and room temperature
  3. customis absorbed (ca 4 hours)
  4. filtrationThe mixture is filtered
  5. customto remove the catalyst
  6. customthe solvent removed in vacuo
  7. customThe residue is crystallized from ether

Sources & evidence

ORD record
ord-725a1a4065ee4f7e98d4e57e45eab1d7
Source dataset
uspto-grants-1977_05
Patent number
US04024262

Reaction notes

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