HCID 19030719, compound → HCID 14969540, compound

HRID 483527Notes

Reaction equation

HRID 483527 reaction equation
[CH:1]([C:3]1[CH:27]=[CH:26][C:6]([C:7]([N:9]2[CH2:14][CH2:13][CH:12]([N:15]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19][CH2:18][C:16]3=[O:17])[CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1)=[CH2:2]>C(O)C.[C].[Pd]>[CH2:1]([C:3]1[CH:27]=[CH:26][C:6]([C:7]([N:9]2[CH2:10][CH2:11][CH:12]([N:15]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19][CH2:18][C:16]3=[O:17])[CH2:13][CH2:14]2)=[O:8])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 19030719HCID 19030719, compound

Product 1

HCID 14969540HCID 14969540, compoundYield 82.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1-[1-(4-Vinylbenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril (0.6 g) is dissolved in ethanol (10 ml) and thereto is added 10% palladium-carbon (0.1 g) and the mixture is stirred under hydrogen atmosphere. After the reaction, the catalyst is removed by filtration and the filtrate is concentrated. The resultant is purified by silica gel column chromatography-(solvent: n-hexane:ethyl acetate=1:1) and recrystallized from n-hexane/ethanol to give 1-[1-(4-ethylbenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril (0.5 g) as white powder, m.p.: 133°-134° C.

Workup

  1. customAfter the reaction
  2. customthe catalyst is removed by filtration
  3. concentrationthe filtrate is concentrated
  4. customThe resultant is purified by silica gel column chromatography-(solvent
  5. customn-hexane:ethyl acetate=1:1) and recrystallized from n-hexane/ethanol

Sources & evidence

ORD record
ord-8aa647d5133f460ba2d65569c0684fd4
Source dataset
uspto-grants-1993_07
Patent number
US05225402

Reaction notes

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