HCID 19031074, compound → HCID 19031124, compound

HRID 1708274Notes

Reaction equation

HRID 1708274 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-0b6fe472d3db411eb20bedc8f44117f4
Source dataset
uspto-grants-1994_10
Patent number
US05356904

Reaction notes

Loading…