HCID 66990096, compound → HCID 58508935, compound

HRID 454640Notes

Reaction equation

HRID 454640 reaction equation
C([O:8][C:9]1[CH:36]=[CH:35][C:34]([CH2:37][CH2:38][N:39]2[CH2:44][CH2:43][N:42]([CH2:45][CH3:46])[CH2:41][CH2:40]2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[O:12])C1C=CC=CC=1>CO.C(OCC)(=O)C.[C].[Pd]>[CH2:45]([N:42]1[CH2:41][CH2:40][N:39]([CH2:38][CH2:37][C:34]2[CH:35]=[CH:36][C:9]([OH:8])=[C:10]([CH:33]=2)[C:11]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:24]=[CH:23][C:15]=2[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[O:12])[CH2:44][CH2:43]1)[CH3:46]

Participants

5

Reactant 1

HCID 66990096HCID 66990096, compound

Product 1

HCID 58508935HCID 58508935, compoundYield 88.7%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution mixture of the obtained tert-butyl 2-(2-(benzyloxy)-5-(2-(4-ethylpiperazin-1-yl)ethyl)benzamido)-4-phenylbenzoate (0.062 g) in methanol (1.5 mL) and ethyl acetate (1.5 mL), 10% palladium-carbon (0.062 g) was added, followed by stirring under a hydrogen atmosphere at room temperature for 2 hours and 30 minutes. The insoluble substance was removed by filtration, and the solvent was evaporated under reduced pressure to obtain 0.047 g of tert-butyl 2-(5-(2-(4-ethylpiperazin-1-yl)ethyl)-2-hydroxybenzamido)-4-phenylbenzoate.

Workup

  1. additionwas added
  2. customThe insoluble substance was removed by filtration
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-700db6f281d642d3b80583aa4f002827
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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