HCID 86584781, compound → HCID 9808492, compound

HRID 1369159Notes

Reaction equation

HRID 1369159 reaction equation
C(OC(=O)[N:10]([CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)[C:11]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])[C:14]([N:24]([C:26](=[O:44])[C:27]([C:30]2[CH:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:33]=[C:32]([C:40]([F:43])([F:42])[F:41])[CH:31]=2)([CH3:29])[CH3:28])[CH3:25])=[CH:13][N:12]=1)C1C=CC=CC=1>CO.CN(C)C=O.[Pd]>[CH2:45]([NH:10][C:11]1[N:12]=[CH:13][C:14]([N:24]([CH3:25])[C:26](=[O:44])[C:27]([C:30]2[CH:35]=[C:34]([C:36]([F:38])([F:37])[F:39])[CH:33]=[C:32]([C:40]([F:41])([F:42])[F:43])[CH:31]=2)([CH3:29])[CH3:28])=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:23])[CH:16]=1)[C:46]1[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=1

Participants

5

Reactant 1

HCID 86584781HCID 86584781, compound

Product 1

HCID 9808492HCID 9808492, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 973 mg (1.35 mmol) benzyl-(5-{[2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl]-methyl-amino}-4-o-tolyl-pyridin-2-yl)-carbamic acid benzyl ester in 13 ml methanol and 1 ml N,N-dimethylformamide was added 40 mg 10% palladium on activated charcoal and the mixture was hydrogenated (room temperature, 1 bar) for 1 h. Filtration of the catalyst and evaporation of the filtrate afforded 795 mg (quantitative) of the title compound as a yellow oil.

Workup

  1. custom(room temperature, 1 bar)
  2. customfor 1 h
  3. filtrationFiltration of the catalyst and evaporation of the filtrate

Sources & evidence

ORD record
ord-eff08bac8fbd4a95a4c9ab9e35e4953c
Source dataset
uspto-grants-2003_06
Patent number
US06576762B2

Reaction notes

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