HCID 58136501, compound → HCID 58136325, compound

HRID 877186Notes

Reaction equation

HRID 877186 reaction equation
[CH3:1][CH:2]([CH3:40])[CH:3]([C:20]1[CH:25]=[CH:24][C:23]([CH2:26][N:27]2[C:32](=[O:33])[CH2:31][O:30][C:29]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[N:28]2)=[CH:22][CH:21]=1)[C:4]([NH:6][C:7]1[CH:8]=[C:9](/[CH:13]=[CH:14]/[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:10]=[CH:11][CH:12]=1)=[O:5]>C(O)C.[Pd]>[CH3:40][CH:2]([CH3:1])[CH:3]([C:20]1[CH:25]=[CH:24][C:23]([CH2:26][N:27]2[C:32](=[O:33])[CH2:31][O:30][C:29]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)=[N:28]2)=[CH:22][CH:21]=1)[C:4]([NH:6][C:7]1[CH:8]=[C:9]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:10]=[CH:11][CH:12]=1)=[O:5]

Participants

4

Reactant 1

HCID 58136501HCID 58136501, compound

Product 1

HCID 58136325HCID 58136325, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

130 mg (0.24 mmol) of ethyl (2E)-3-{3-[(3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoyl)amino]phenyl}prop-2-enoate (Example 135A) were dissolved in 10 ml of ethanol, and 10 mg of palladium on carbon (10%) were added. Under an atmosphere of hydrogen, the mixture was hydrogenated at atmospheric pressure overnight. The reaction mixture was then filtered through Celite and the filtrate was concentrated under reduced pressure. This gave 118 mg (0.22 mmol, 90% of theory) of the title compound.

Workup

  1. customwas hydrogenated at atmospheric pressure overnight
  2. filtrationThe reaction mixture was then filtered through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-94322e412b464f72b7bf46b5c33a4a9e
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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