HCID 68687817, compound → HCID 58911681, compound

HRID 1159073Notes

Reaction equation

HRID 1159073 reaction equation
C([N:8]1[C@H:22]([CH3:23])[CH2:21][N:11]2[C:12](=[O:20])[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[CH2:19][C@@H:10]2[CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd].CO>[CH3:23][C@@H:22]1[CH2:21][N:11]2[C:12](=[O:20])[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[CH2:19][C@@H:10]2[CH2:9][NH:8]1

Participants

5

Reactant 2

HCID 68687817HCID 68687817, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58911681HCID 58911681, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(3R,11aR)-1,2,3,4,11,11a-Hexahydro-2-benzyl-3-methyl-pyrazino[1,2-b]isoquinolin-6-one (81 mg, 0.26 mmol) and 10% palladium on carbon (25 mg) in methanol (6.5 ml) was stirred under a balloon of hydrogen for 19 h. Evaporation of the filtrate after filtration through Celite® afforded pure (3R,11aR)-1,2,3,4,11,11a-hexahydro-3-methyl-pyrazino[1,2-b]isoquinolin-6-one (56 mg, 83% yield). MS (ESI) 217 (M+H).

Workup

  1. customEvaporation of the filtrate
  2. filtrationafter filtration through Celite®

Sources & evidence

ORD record
ord-720b08af7bb1461eba22205f9e424cea
Source dataset
uspto-grants-2010_10
Patent number
US07812024B2

Reaction notes

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