HCID 15542160, compound → HCID 15542161, compound

HRID 1841622Notes

Reaction equation

HRID 1841622 reaction equation
[CH2:1]([C@H:8]([NH:18][C:19]([N:21]([CH2:30][CH2:31][N:32]([CH3:34])[CH3:33])[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:20])[CH2:9][O:10]CC1C=CC=CC=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)C.O.[Pd]>[CH2:1]([C@H:8]([NH:18][C:19]([N:21]([CH2:30][CH2:31][N:32]([CH3:34])[CH3:33])[CH2:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:20])[CH2:9][OH:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 15542160HCID 15542160, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 15542161HCID 15542161, compoundYield 89.8%

Reagents, catalysts & solvents 2

HCID 23219155Palladium hydrateCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-[(1S)-1-benzyl-2-(benzyloxy)ethyl]-3-[2-(dimethylamino)ethyl]-3-phenethyl urea (Compound 2-1, 414 mg) in ethanol (4.5 ml), there was added 20% palladium hydroxide-on-carbon (100 mg) in the nitrogen gas atmosphere. This mixture was stirred for 3 days in the hydrogen gas atmosphere. The palladium-on-carbon was removed by the filtration through celite and the resulting filtrate was concentrated under reduced pressure to thus give the title compound (Compound 3-1, 299 mg).

Workup

  1. customThe palladium-on-carbon was removed by the filtration through celite
  2. concentrationthe resulting filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9b520929454246f2b04acdd0f632fcde
Source dataset
uspto-grants-2004_01
Patent number
US06683200B2

Reaction notes

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