Sodium Bicarbonate → HCID 9926266, compound

HRID 1004060Notes

Reaction equation

HRID 1004060 reaction equation
C(=O)(O)[O-].[Na+].[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:16]3[CH2:17][CH2:18][N:19]4[C:24]([C:15]=3[NH:14][C:11]2=[CH:12][CH:13]=1)=[C:23]([CH2:25][CH3:26])[CH2:22][CH2:21][C:20]4=[O:27]>C(O)C.[Pd]>[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:16]3[CH2:17][CH2:18][N:19]4[CH:24]([C:15]=3[NH:14][C:11]2=[CH:12][CH:13]=1)[CH:23]([CH2:25][CH3:26])[CH2:22][CH2:21][C:20]4=[O:27]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 99042661-Ethyl-2,6,7,12-tetrahydro-9-methoxyindolo[2,3-a]quinolizin-4(3H)-one

Product 1

HCID 9926266HCID 9926266, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Sodium bicarbonate (500 mg) and palladium-on-charcoal are successively added to a solution of 9-methoxy-1-ethyl-2,3,4,6,7,12-hexahydroindolo[2,3-a]quinolizin-4-one (500 mg) in ethanol. and the mixture is stirred overnight under a hydrogen atmosphere. After filtration and evaporation of the solvent, the crude product is recrystallized from ethyl acetate. 9-Methoxy-I-ethyl-1,2,3 ,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-4-one is thus recovered (76%).

Workup

  1. filtrationAfter filtration and evaporation of the solvent
  2. customthe crude product is recrystallized from ethyl acetate
  3. custom9-Methoxy-I-ethyl-1,2,3 ,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-4-one is thus recovered (76%)

Sources & evidence

ORD record
ord-300a8a582ca246a5868aeefb823b1872
Source dataset
uspto-grants-2000_04
Patent number
US06048868

Reaction notes

Loading…