HCID 19031074, compound → HCID 19031124, compound

HRID 483506Notes

Reaction equation

HRID 483506 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([N:18]1[CH2:23][CH2:22][CH:21]([N:24]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:28][CH2:27][C:25]2=[O:26])[CH2:20][CH2:19]1)=[O:17])=O)C1C=CC=CC=1>C(O)C.[C].[Pd]>[NH:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[C:16]([N:18]1[CH2:19][CH2:20][CH:21]([N:24]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:28][CH2:27][C:25]2=[O:26])[CH2:22][CH2:23]1)=[O:17]

Participants

4

Reactant 1

HCID 19031074HCID 19031074, compound

Product 1

HCID 19031124HCID 19031124, compoundYield 33.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1-[1-(1-Benzyloxycarbonyl-2-pyrrolidinylcarbonyl)-4-piperidinyl]-3,4-dihydrocarbostyril (0.87 g) is dissolved in ethanol (20 ml) and thereto is added 5% palladium-carbon (0.1 g). The mixture is stirred at room temperature under 1 atm. under hydrogen atmosphere. After the completion of the reaction, the catalyst is filtered off and the filtrate is concentrated. The resultant is purified by silica gel column chromatography (solvent; dichloromethane:methanol=8:1) to give 1-[1-(2-pyrrolidinylcarbonyl)-4-piperidinyl]-3,4-dihydrocarbostyril (205 mg).

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is concentrated
  4. customThe resultant is purified by silica gel column chromatography (solvent; dichloromethane:methanol=8:1)

Sources & evidence

ORD record
ord-dbc86035c46242b082f5fa030548605d
Source dataset
uspto-grants-1993_07
Patent number
US05225402

Reaction notes

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