HCID 21100538, compound → HCID 22931208, compound

HRID 1352459Notes

Reaction equation

HRID 1352459 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[NH:14][C:15](=[O:24])[C:16]3[C:21]([CH:22]=2)=[C:20]([CH3:23])[CH:19]=[CH:18][CH:17]=3)[CH2:9]1)C1C=CC=CC=1>[C].[Pd].C(O)C>[NH:8]1[CH2:12][CH2:11][CH:10]([C:13]2[NH:14][C:15](=[O:24])[C:16]3[C:21]([CH:22]=2)=[C:20]([CH3:23])[CH:19]=[CH:18][CH:17]=3)[CH2:9]1

Participants

4

Reactant 1

HCID 21100538HCID 21100538, compound

Product 1

HCID 22931208HCID 22931208, compoundYield 85.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To the obtained (−)-3-(1-benzylpyrrolidin-3-yl)-5-methyl-2H-isoquinolin-1-one (27.5 g) were added 50% aqueous 10% palladium-carbon (6 g) and ethanol (400 ml), and the mixture was stirred under a hydrogen atmosphere at 50° C. for 6 hr. After celite filtration, the filtrate was concentrated and ethyl acetate was added to the obtained residue. The precipitated crystals were collected by filtration to give (−)-3-(pyrrolidin-3-yl)-5-methyl-2H-isoquinolin-1-one (16.8697 g).

Workup

  1. filtrationAfter celite filtration
  2. concentrationthe filtrate was concentrated
  3. additionethyl acetate was added to the obtained residue
  4. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-5df5afe965b54a0c913e10aa568743b2
Source dataset
uspto-grants-2007_05
Patent number
US07220759B2

Reaction notes

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