HCID 67462533, compound → HCID 67463368, compound

HRID 1619957Notes

Reaction equation

HRID 1619957 reaction equation
[CH2:1]([CH:3]1[C:8]([C:9]2[CH:31]=[CH:30][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][C:19]([CH:22]=[CH:23][C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)=[CH:18][CH:17]=4)[O:15][C:11]=3[CH:10]=2)=[N:7][NH:6][C:5](=[O:32])[CH2:4]1)[CH3:2].[H][H]>[Pd].CO>[CH2:1]([CH:3]1[C:8]([C:9]2[CH:31]=[CH:30][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)=[CH:18][CH:17]=4)[O:15][C:11]=3[CH:10]=2)=[N:7][NH:6][C:5](=[O:32])[CH2:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 67462533HCID 67462533, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67463368HCID 67463368, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

9 mg (21 μmol) 5-ethyl-6-{2-[4-styryl-phenyl]-benzoxazol-6-yl}-4,5-dihydro-2H-pyridazin-3-one are hydrogenated together with 2 mg palladium on charcoal 10% and 10 ml of methanol at RT and 3.45 bar hydrogen pressure for 80 min, then the catalyst is filtered off and the filtrate is evaporated down completely i.V. The residue is purified through silica gel (eluant: DCM/methanol) and then stirred with cyclohexane/EA.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated down completely i.V
  3. customThe residue is purified through silica gel (eluant: DCM/methanol)

Sources & evidence

ORD record
ord-aac306ff29454f0f9e99400e5cb8e8d1
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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