6-ethyl-3-methyl-4-phenyl-6H-isoxazolo[3,4-d]pyridazin-7-one → HCID 68487141, compound

HRID 2373189Notes

Reaction equation

HRID 2373189 reaction equation
[CH2:1]([N:3]1[C:8](=[O:9])[C:7]2=[N:10][O:11][C:12]([CH3:13])=[C:6]2[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:4]1)[CH3:2]>[Pd].C(O)C>[C:12]([C:6]1[C:5]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[N:4][N:3]([CH2:1][CH3:2])[C:8](=[O:9])[C:7]=1[NH2:10])(=[O:11])[CH3:13]

Participants

4

Reactant 1

HCID 107535006-ethyl-3-methyl-4-phenyl-6H-isoxazolo[3,4-d]pyridazin-7-one

Product 1

HCID 68487141HCID 68487141, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6-ethyl-3-methyl-4-phenylisoxazolo[3,4-d]pyridazin-7(6H)-one (Dal Piaz, V et al, J. Med. Chem. 1997, 40, 1417) (2.0 g , 7.83 mmol) and, 10% palladium on charcoal (400 mg) in ethanol (400 ml) was shaken under hydrogen at room temperature and 2 bar for 3 h. The catalyst was filtered off and the solvent was removed under reduced pressure to yield the title compound (1.97 g, 98% yield).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-facf41a4cf6b4d3aa357a8c99612e776
Source dataset
uspto-grants-2008_12
Patent number
US07459453B2

Reaction notes

Loading…