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HCID 22010639, compound → HCID 22010967, compound

HRID 323153
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Reaction equation

HRID 323153 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:41]=[CH:40][C:20]([C:21]([N:23]([CH3:39])[C:24]4[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=4[O:31]CC4C=CC=CC=4)=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[H][H]>CO.[OH-].[Pd+2].[OH-]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:41]=[CH:40][C:20]([C:21]([N:23]([CH3:39])[C:24]4[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=4[OH:31])=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 22010639HCID 22010639, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22010967HCID 22010967, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-benzyloxy-4-methylphenyl)benzamide (2.2 g), 10% palladium hydroxide (220 mg) in methanol (50 ml) was stirred under atmospheric pressure of hydrogen at ambient temperature. After 5 hours, the reaction mixture was filtered through a bed of Celite, and then concentrated to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-hydroxy-4-methylphenyl]benzamide (1.71 g).

Workup

  1. filtrationthe reaction mixture was filtered through a bed of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-3f5635830fe24943be3a794743cb4cae
Source dataset
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06211242B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes