HCID 20229419, compound → HCID 13120848, compound

HRID 1462570Notes

Reaction equation

HRID 1462570 reaction equation
CS(O[C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[C:16](=[O:31])[CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:21][CH2:20]1)[NH:12][C:11](=[O:32])[CH2:10][CH2:9]2)(=O)=O.[H][H]>C(O)C.[Pd]>[O:31]=[C:16]([C:15]1[CH:14]=[C:13]2[C:8]([CH2:9][CH2:10][C:11](=[O:32])[NH:12]2)=[CH:7][CH:6]=1)[CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:21][CH2:20]1

Participants

5

Reactant 2

HCID 20229419HCID 20229419, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13120848HCID 13120848, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2.0 Grams of 6-methylsulfonyloxy-7-[1-oxo-3-(4-phenyl-1-piperidyl)propyl]-3,4-dihydrocarbostyril and 0.5 g of palladium black were dispersed in 50 ml of ethanol and the mixture was catalytically reduced under 3 atmospheric pressure of hydrogen gas for 5 hours. The reaction mixture was filtered and the mother liquor was concentrated under a reduced pressure to obtain a residue. Then the residue was recrystallized from ethanol to obtain 1.1 g of 7-[1-oxo-3-(4-phenyl-1-piperidyl)-propyl]3,4-dihydrocarbostyril in colorless needle-like crystals.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe mother liquor was concentrated under a reduced pressure
  3. customto obtain a residue
  4. customThen the residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-b8df602f580049f7980644c1360ab9be
Source dataset
uspto-grants-1984_07
Patent number
US04460593

Reaction notes

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