HCID 22010808, compound → HCID 22010761, compound

HRID 323143Notes

Reaction equation

HRID 323143 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:35]=[CH:34][C:20]([C:21]([N:23]([CH3:33])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH2:30][CH:31]=[CH2:32])=[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]>[Pd].CO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([N:23]([CH3:33])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH2:30][CH2:31][CH3:32])=[O:22])=[CH:34][CH:35]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 22010808HCID 22010808, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22010761HCID 22010761, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-allylphenyl)benzamide (100 g) and 10% palladium on carbon (20 mg) in methanol (15 ml) was stirred under an atmospheric pressure of hydrogen at ambient temperature. After 3 hours, the reaction mixture was filtered through a bed of Celite, concentrated and then triturated from diethyl ether to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-(2-propylphenyl)benzamide (70 mg).

Workup

  1. filtrationthe reaction mixture was filtered through a bed of Celite
  2. concentrationconcentrated
  3. customtriturated from diethyl ether

Sources & evidence

ORD record
ord-1b3e1caa96cf452bb3fcea472a9ef073
Source dataset
uspto-grants-2001_04
Patent number
US06211242B1

Reaction notes

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