HCID 86663229, compound → HCID 49800850, compound

HRID 1020419Notes

Reaction equation

HRID 1020419 reaction equation
C([O:8][NH:9][C:10](=[O:36])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][C:22]=2[C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][C:26]=2[O:33][CH3:34])[C:17]1=[O:35])C1C=CC=CC=1.[H][H]>CO.CCOC(C)=O.[Pd]>[CH3:34][O:33][C:26]1[CH:27]=[C:28]([O:31][CH3:32])[CH:29]=[CH:30][C:25]=1[C:22]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:23]=1[CH2:24][N:16]([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C:10]([NH:9][OH:8])=[O:36])[C:17]2=[O:35]

Participants

6

Reactant 2

HCID 86663229HCID 86663229, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 49800850HCID 49800850, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

N-(benzyloxy)-6-(4-(2,4-dimethoxyphenyl)-1-oxoisoindolin-2-yl)hexanamide (22 mg, 0.045 mmol) in the Step 3 of Example 39 was dissolved in a mixture solvent of MeOH and EtOAc (mixture ratio=2:1 (v/v), 10 ml). 10% of Pd/C (2.2 mg) was added thereto and the reaction proceeded at room temperature for 5 hrs in state of the connected with hydrogen balloon. The resulting mixture thus obtained was filtered with Celite, and the filtrates were distilled under a reduced pressure to remove the solvent and obtained the title compound quantitatively.

Workup

  1. customThe resulting mixture thus obtained
  2. filtrationwas filtered with Celite
  3. distillationthe filtrates were distilled under a reduced pressure
  4. customto remove the solvent

Sources & evidence

ORD record
ord-26e8e89e85ab4647967455ad641c3f54
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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