Sodium Bicarbonate → HCID 18794209, compound

HRID 1004066Notes

Reaction equation

HRID 1004066 reaction equation
C(=O)(O)[O-].[Na+].[CH:6]1([C:9]([N:11]2[CH2:23][CH2:22][C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[C:18]([O:24][CH3:25])[CH:19]=4)[NH:14][C:13]=3[C:12]2=[CH2:26])=[O:10])[CH2:8][CH2:7]1>C(OCC)(=O)C.[Pd]>[CH:6]1([C:9]([N:11]2[CH2:23][CH2:22][C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[C:18]([O:24][CH3:25])[CH:19]=4)[NH:14][C:13]=3[CH:12]2[CH3:26])=[O:10])[CH2:7][CH2:8]1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 18328985HCID 18328985, compound

Product 1

HCID 18794209HCID 18794209, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Sodium bicarbonate (500 mg) and 10% palladium-on-charcoal are added to a solution of cyclopropyl (6-methoxy-1-methylene-2,3,4,9-tetrahydro-1H-β-carbolin-2-yl)-methanone (500 mg) in ethyl acetate (150 mL). The mixture is stirred overnight under a hydrogen atmosphere. After filtration and washing of the palladium with a chloroform/methanol solution, the product is recrystallized from ethyl acetate and the cyclopropyl(6-methoxy-1-methyl-2,3,4,9-tetrahydro- 1H-β-carbolin-2-yl)methanone is obtained (72% yield).

Workup

  1. filtrationAfter filtration
  2. washwashing of the palladium with a chloroform/methanol solution
  3. customthe product is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-78e5cd0fe097491a84ad8d6172f47f02
Source dataset
uspto-grants-2000_04
Patent number
US06048868

Reaction notes

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