HCID 18791259, compound → HCID 18791701, compound

HRID 1005588Notes

Reaction equation

HRID 1005588 reaction equation
C([O:8][C:9]1[CH:48]=[CH:47][CH:46]=[CH:45][C:10]=1[C:11]([NH:13][C:14]1[CH:44]=[CH:43][C:17]([C:18]([N:20]([CH3:42])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([N:35]2[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]2)=[O:34])=[O:19])=[CH:16][CH:15]=1)=[O:12])C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[OH:8][C:9]1[CH:48]=[CH:47][CH:46]=[CH:45][C:10]=1[C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([N:20]([CH3:42])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([N:35]2[CH2:36][CH2:37][N:38]([CH3:41])[CH2:39][CH2:40]2)=[O:34])=[O:19])=[CH:43][CH:44]=1)=[O:12]

Participants

4

Reactant 1

HCID 18791259HCID 18791259, compound

Product 1

HCID 18791701HCID 18791701, compoundYield 97.8%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(2-benzyloxybenzoyl)amino-N-methyl-N-[2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (1.90 g) in methanol (30 ml) was hydrogenated under atmospheric presser in the presence of palladium hydroxide (400 mg) for 6 hours and the catalyst was removed by filtration. The filtrate was evaporated to give 4-(2-hydroxybenzoyl)amino-N-methyl-N-[2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (1.60 g) as a colorless amorphous.

Workup

  1. customthe catalyst was removed by filtration
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-c44e6173fdc443efbd5f7b48ca381d71
Source dataset
uspto-grants-2000_04
Patent number
US06054457

Reaction notes

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