HCID 771364, compound → HCID 15312793, compound

HRID 1582752Notes

Reaction equation

HRID 1582752 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=[O:17])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)(=O)C.[C].[Pd]>[F:25][C:22]1[CH:23]=[CH:24][C:19]([NH:18][C:16]([CH2:15][CH2:14][N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[O:17])=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 771364HCID 771364, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15312793HCID 15312793, compoundYield 70.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

1-Benzyl-4-[2-(4-fluorophenylaminocarbonyl)ethyl]piperazine (2.9 g) was dissolved in acetic acid (100 ml), then 10% palladium carbon (7.2 g) was added thereto, and the mixture was stirred overnight in a hydrogen atmosphere. The 10% palladium carbon was filtered off, and the filtrate was evaporated, and water was added to the residue which was then basified by adding 1 N aqueous sodium hydroxide and subjected to extraction with chloroform, and the organic layer was washed with water, dried, and evaporated, whereby the title compound (1.5 g, 70%) was obtained as a colorless oil.

Workup

  1. filtrationThe 10% palladium carbon was filtered off
  2. customthe filtrate was evaporated
  3. additionwater was added to the residue which
  4. additionby adding 1 N aqueous sodium hydroxide
  5. extractionsubjected to extraction with chloroform
  6. washthe organic layer was washed with water
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-40b8129b55c0470fb729ac829c9afbb1
Source dataset
uspto-grants-2004_05
Patent number
US06737425B1

Reaction notes

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