HCID 66751075, compound → HCID 66792759, compound

HRID 534991Notes

Reaction equation

HRID 534991 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:35])[C:17]([N:19]2[CH2:24][CH2:23][N:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:21][CH2:20]2)=[O:18])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(OCC)(=O)C.O1CCCC1.[Pd]>[C:31]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[N:22]1[CH2:21][CH2:20][N:19]([C:17](=[O:18])[C:16]([NH:15][C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)=[O:35])[CH2:24][CH2:23]1)([CH3:34])([CH3:32])[CH3:33]

Participants

5

Reactant 1

HCID 66751075HCID 66751075, compound

Product 1

HCID 66792759HCID 66792759, compoundYield 98.5%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of N-[4-(benzyloxy)phenyl]-2-[4-(2-tert-butylphenyl)piperazin-1-yl]-2-oxoacetamide (Example 198, 3.64 g, 7.72 mmol) and palladium (10% on carbon, wetted with ca. 50% water, 300 mg) in ethyl acetate (10 mL) was stirred at room temperature for 24 h under hydrogen. The reaction mixture was diluted with tetrahydrofuran and filtered. The filtrate was concentrated under reduced pressure to give the title compound (2.90 g, 98%) as a white solid.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a447f1becc6b470b8485367994ca561b
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

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