6-(3-(4-(2-Methoxyphenyl)-1-piperazinyl)-1-piperazinyl)-1-propenyl-3,4-dihydrocarbostyril → 2(1H)-Quinolinone, 3,4-dihydro-6-(3-(4-(2-methoxyphenyl)-1-piperazinyl)propyl)-

HRID 1285454Notes

Reaction equation

HRID 1285454 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]=[CH:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[NH:24][C:23](=[O:28])[CH2:22][CH2:21]3)[CH2:11][CH2:10]1.[H][H]>CO.[Pt]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[NH:24][C:23](=[O:28])[CH2:22][CH2:21]3)[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 30670946-(3-(4-(2-Methoxyphenyl)-1-piperazinyl)-1-piperazinyl)-1-propenyl-3,4-dihydrocarbostyrilHCID 178418361HCID 178418361, compound

Product 1

HCID 30670922(1H)-Quinolinone, 3,4-dihydro-6-(3-(4-(2-methoxyphenyl)-1-piperazinyl)propyl)-

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

2.3 Grams of 6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-1-propenyl}-3,4-dihydrocarbostyril and 0.2 g of platinum black were suspended in 100 ml of methanol and the suspension was catalytically hydrogenated under 2 to 4 atmospheric pressure of hydrogen gas at a normal temperature. After the catalyst was removed by filtration, the filtrate was dried under a reduced pressure. The residue was recrystallized from isopropanol-diisopropyl ether to obtain 6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl}-3,4-dihydrocarbostyril in colorless prism-like crystals. Yield: 1.3 g. Melting point: 145°-146° C.

Workup

  1. customAfter the catalyst was removed by filtration
  2. customthe filtrate was dried under a reduced pressure
  3. customThe residue was recrystallized from isopropanol-diisopropyl ether

Sources & evidence

ORD record
ord-fb083fc92f8f4a20912ccb02e9753df5
Source dataset
uspto-grants-1986_01
Patent number
US04567187

Reaction notes

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