HCID 66920468, compound → HCID 66920521, compound

HRID 1510093Notes

Reaction equation

HRID 1510093 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH:25]3[CH2:30][CH2:29][CH2:28][CH:27]=[CH:26]3)[C:17]=2[O:31][C:32]2[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:33]=2[CH3:39])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)[C:17]=2[O:31][C:32]2[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:33]=2[CH3:39])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 66920468HCID 66920468, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66920521HCID 66920521, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The compound of example 22, step 4 (66.0 mg, 124 μmol) was dissolved in ethanol (5 ml), and palladium on activated carbon (20 mg, 10%) was added. The mixture was hydrogenated overnight at room temperature and a hydrogen pressure of 4.5 bar. The mixture was filtered over celite and evaporated under reduced pressure to give 65.0 mg of the crude title compound.

Workup

  1. filtrationThe mixture was filtered over celite
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-44cf3d51b2204d498962593e5d851ead
Source dataset
uspto-grants-2012_07
Patent number
US08211885B2

Reaction notes

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