Benzaldehyde → HCID 68485945, compound

HRID 1725514Notes

Reaction equation

HRID 1725514 reaction equation
C[O-].[Na+].[CH2:4]([N:6]1[C:11](=[O:12])[C:10]2=[N:13][O:14][C:15]([CH3:16])=[C:9]2[C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:7]1)[CH3:5].[CH:23](=O)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CO>[CH2:4]([N:6]1[C:11](=[O:12])[C:10]2=[N:13][O:14][C:15]([CH:16]=[CH:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[C:9]2[C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:7]1)[CH3:5]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 107535006-ethyl-3-methyl-4-phenyl-6H-isoxazolo[3,4-d]pyridazin-7-oneHCID 10942334Sodium Methoxide

Product 1

HCID 68485945HCID 68485945, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a freshly prepared solution of sodium methoxide (108 mg, 1.96 mmol) in methanol (2 ml), a solution of 6-ethyl-3-methyl-4-phenyl-6H-isoxazolo[3,4-d]pyridazin-7-one (500 mg, 1.96 mmol) (Dal Piaz, V.; Giovannoni, M. P.; Castellana, C.; et al, J. Med. Chem. 1997, 40, 1417-1421) in of dry methanol (2 ml) was added and the mixture was stirred for a while. Then, benzaldehyde (0.40 ml, 3.92 mmol) was added dropwise and the final mixture was refluxed for 2 hours. The resulting suspension was let to cool down and the final product (514 mg, 76%-yield) was collected by filtration.

Workup

  1. temperatureto cool down
  2. filtrationthe final product (514 mg, 76%-yield) was collected by filtration

Sources & evidence

ORD record
ord-f9f44a3c17c34974803747f8142a3917
Source dataset
uspto-grants-2009_02
Patent number
US07491722B2

Reaction notes

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