HCID 19755040, compound → HCID 14998852, compound

HRID 1589036Notes

Reaction equation

HRID 1589036 reaction equation
Cl.[C:2]1([N:8]2[CH2:13][CH2:12][N:11](CC3C=CC=CC=3)[CH:10]([CH2:21][NH:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][S:30]([CH3:33])(=[O:32])=[O:31])=[CH:25][CH:24]=3)[CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd]>[C:2]1([N:8]2[CH2:13][CH2:12][NH:11][CH:10]([CH2:21][NH:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][S:30]([CH3:33])(=[O:31])=[O:32])=[CH:25][CH:24]=3)[CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 19755040HCID 19755040, compound

Product 1

HCID 14998852HCID 14998852, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a manner similar to Example 1, react N-[4-[[[4-phenyl-1-(phenylmethyl)piperazin-2-yl]methyl]amino]phenyl]methanesulfonamide hydrochloride (2.05 g, 4.22 mmol) with H2 over 10% palladium on activated carbon (0.19 g). Remove the catalyst by filtration and evaporate the solvent. Dissolve the residue in methanol and adjust the pH to 8 with 4M aqueous NaOH. Remove the solvent in vacuo. Triturate the residue with methylene chloride. Remove the solid by filtration. Recrystallize the residue from methylene chloride to obtain the title compound.

Workup

  1. customRemove the catalyst
  2. filtrationby filtration
  3. customevaporate the solvent
  4. dissolutionDissolve the residue in methanol
  5. customRemove the solvent in vacuo
  6. customTriturate the residue with methylene chloride
  7. customRemove the solid
  8. filtrationby filtration
  9. customRecrystallize the residue from methylene chloride

Sources & evidence

ORD record
ord-4dcb9f00f4f84fb0855bde11f82ba90d
Source dataset
uspto-grants-1993_06
Patent number
US05223623

Reaction notes

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