HCID 54270651, compound → HCID 18794223, compound

HRID 1004064Notes

Reaction equation

HRID 1004064 reaction equation
[C:1]([N:4]1[CH2:16][CH2:15][C:14]2[C:13]3[C:8](=[CH:9][C:10]([C:19](=O)[CH3:20])=[C:11]([O:17][CH3:18])[CH:12]=3)[NH:7][C:6]=2[CH:5]1[CH3:22])(=[O:3])[CH3:2]>Cl(O)(=O)(=O)=O.C(OCC)(=O)C.[Pd]>[CH2:19]([C:10]1[CH:9]=[C:8]2[C:13]([C:14]3[CH2:15][CH2:16][N:4]([C:1](=[O:3])[CH3:2])[CH:5]([CH3:22])[C:6]=3[NH:7]2)=[CH:12][C:11]=1[O:17][CH3:18])[CH3:20]

Participants

5

Reactant 1

HCID 54270651HCID 54270651, compound

Product 1

HCID 18794223HCID 18794223, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 24247Perchloric AcidCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Perchloric acid (2 drops) and active palladium-on-charcoal (130 mg) are added to a solution of 1 -(2-acetyl-6-methoxy-1 -methyl-2,3,4,9-tetrahydro- 1H-β-carbolin-7-yl)-1-ethanone (0.9 g) in ethyl acetate (150 mL). The mixture is stirred under a hydrogen atmosphere for 72 h. After filtration and evaporation of the solvent, the product is recrystallized from ethanol and 1-(7-ethyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-2-yl)-1-ethanone is obtained (80%).

Workup

  1. filtrationAfter filtration and evaporation of the solvent
  2. customthe product is recrystallized from ethanol

Sources & evidence

ORD record
ord-28e09a05579440d8bf9dbcac26f21ea8
Source dataset
uspto-grants-2000_04
Patent number
US06048868

Reaction notes

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