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N-[5-(4-Benzyl-piperazin-1-yl)-pyridin-3-yl]-4-isopropyl-benzenesulfonamide → 4-Isopropyl-N-[5-piperazin-1-yl-pyridin-3-yl]-benzenesulfonamide

HRID 454876
Notes
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Reaction equation

HRID 454876 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[C:16]([NH:20][S:21]([C:24]3[CH:29]=[CH:28][C:27]([CH:30]([CH3:32])[CH3:31])=[CH:26][CH:25]=3)(=[O:23])=[O:22])[CH:17]=[N:18][CH:19]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].CO>[CH:30]([C:27]1[CH:28]=[CH:29][C:24]([S:21]([NH:20][C:16]2[CH:17]=[N:18][CH:19]=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:15]=2)(=[O:23])=[O:22])=[CH:25][CH:26]=1)([CH3:32])[CH3:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 68710069N-[5-(4-Benzyl-piperazin-1-yl)-pyridin-3-yl]-4-isopropyl-benzenesulfonamide

Product 1

HCID 687124144-Isopropyl-N-[5-piperazin-1-yl-pyridin-3-yl]-benzenesulfonamideYield 98.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-[5-(4-benzylpiperazin-1-yl)-pyridin-3-yl]-4-isopropyl benzene sulfonamide (100 mg, 0.22 mmol) and 10% palladium on charcoal (10 mg) in methanol (20 ml) was hydrogenated at atmospheric pressure until the consumption of hydrogen was complete. After filtration and evaporation of the solvent under reduced pressure the residue was dissolved in water and 0.5 ml 1N HCl and was lyophilized to give 78 mg of the title compound.

Workup

  1. customwas hydrogenated at atmospheric pressure until the consumption of hydrogen
  2. filtrationAfter filtration and evaporation of the solvent under reduced pressure the residue
  3. dissolutionwas dissolved in water

Sources & evidence

ORD record
ord-2458769aabd642c490282355c2a15952
Source dataset
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08497273B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes