HCID 58136657, compound → HCID 58136650, compound

HRID 877183Notes

Reaction equation

HRID 877183 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:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=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: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:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1)=[O:5]

Participants

4

Reactant 1

HCID 58136657HCID 58136657, compound

Product 1

HCID 58136650HCID 58136650, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

41 mg (0.076 mmol) of ethyl (2E)-3-{4-[(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 176A) were dissolved in 17 ml of ethanol, and 75 mg of palladium on carbon (10%) were added. Under an atmosphere of hydrogen, the mixture was hydrogenated at atmospheric pressure for 2 h. The reaction mixture was then filtered through Celite, and the filtrate was concentrated under reduced pressure. This gave 39 mg (95% of theory) of the title compound.

Workup

  1. filtrationThe reaction mixture was then filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6ff0d82fa3784338b43b47e293f5ce8a
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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