Hydrochloric Acid → HCID 11795203, compound

HRID 742978Notes

Reaction equation

HRID 742978 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:30])[N:7]2[CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-])=O)[CH:22]=2)[CH2:17][CH2:16]1.Cl>C(O)C.[C].[Pd]>[NH2:27][C:23]1[CH:22]=[C:21]([N:18]2[CH2:19][CH2:20][N:15]([CH2:14][CH2:13][CH2:12][N:7]3[C:8]4[C:3](=[C:2]([Cl:1])[CH:11]=[CH:10][CH:9]=4)[CH2:4][CH2:5][C:6]3=[O:30])[CH2:16][CH2:17]2)[CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10502689HCID 10502689, compound

Product 1

HCID 11795203HCID 11795203, compoundYield 89.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

5-Chloro-1-{3-[4-(3-nitrophenyl)-1-piperazinyl]propyl}-3,4-dihydrocarbostyril (3 g) was dissolved in 100 ml of ethanol, 2 ml of concentrated hydrochloric acid was added, and catalytic reduction was carried out at 3 atmospheres in the presence of 1.5 g of 5% palladium-carbon. The catalyst was then filtered off, the filtrate was concentrated under reduced pressure, and the residue was recrystallized from ethanol to give 2.5 g of 1-{3-[4-(3-aminophenyl)-1-piperazinyl]propyl}-5-chloro-3,4-dihydrocarbostyril as colorless needles.

Workup

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-2a417e54ba7049ca879a7ed36d274b10
Source dataset
uspto-grants-1996_09
Patent number
US05556857

Reaction notes

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