HCID 12899573, compound → HCID 12899579, compound

HRID 569965Notes

Reaction equation

HRID 569965 reaction equation
[ClH:1].Cl.[CH3:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)=[CH:11][CH:12]=2)[NH:7][C:6](=[O:30])[CH:5]=1.[H][H]>C(O)C.[Pd]>[ClH:1].[ClH:1].[CH3:3][CH:4]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:19][CH2:20][N:21]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:22][CH2:23]3)=[CH:11][CH:12]=2)[NH:7][C:6](=[O:30])[CH2:5]1

Participants

5

Reactant 2

HCID 12899573HCID 12899573, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12899579HCID 12899579, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.0 Gram of 4-methyl-7-[3-(4-phenylpiperazinyl)propoxy]carbostyril dihydrochloride and 0.3 g of palladium black are dispersed in 200 ml of ethanol under 2 atmospheres of hydrogen pressure at room temperature and catalytic reduction is carried out at 70°-80° C. for 8 hours. After cooling the reaction mixture, the palladium black is removed by filtration and the mother liquor is concentrated to dryness. The residue is recrystallized from a mixture of methanol-ether to obtain 0.6 g (yield: 60%) of 4-methyl-7-[3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril.dihydrochloride.dihydrate in the form of colorless crystals with a melting point of 260°-265° C.

Workup

  1. temperatureAfter cooling the reaction mixture
  2. customthe palladium black is removed by filtration
  3. concentrationthe mother liquor is concentrated to dryness
  4. customThe residue is recrystallized from a mixture of methanol-ether

Sources & evidence

ORD record
ord-40b5b56c5aa845b8a7b7e2073e5f75b6
Source dataset
uspto-grants-1988_03
Patent number
US04734416

Reaction notes

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