HCID 18328990, compound → HCID 9817343, compound

HRID 1249761Notes

Reaction equation

HRID 1249761 reaction equation
CC(C)([O-:4])C.[K+].[C:7]([N:10]1[CH2:22][CH2:21][C:20]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:23][CH3:24])[CH:18]=3)[NH:13][C:12]=2[C:11]1([CH3:26])[CH3:25])(=[O:9])[CH3:8].C(OCC)(=O)C.CO>CN(C=O)C>[C:7]([N:10]1[CH2:22][C:21]2[C:20](=[O:4])[C:19]3[CH:18]=[C:17]([O:23][CH3:24])[CH:16]=[CH:15][C:14]=3[NH:13][C:12]=2[C:11]1([CH3:26])[CH3:25])(=[O:9])[CH3:8]

Participants

5

Reactant 3

HCID 18328990HCID 18328990, compoundHCID 21584119Ethylacetate methanolHCID 23665647Potassium tert-butoxide

Product 1

HCID 9817343HCID 9817343, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium tert-butoxide (269 mg; 2.39 mmol) is added to a solution of 2-acetyl-1,1-dimethyl-6-methoxy-1,2,3,4-tetrahydro-β-carboline (164 mg; 0.60 mmol) in DMF (15 ml). The mixture is stirred under an oxygen atmosphere overnight. A 1/1 ethyl acetate/methanol mixture (10 ml) is then added. After evaporating the solvent and washing the solid, 2-acetyl-3,3-dimethyl-7-methoxy-9-oxo-1,3,4,9-tetrahydropyrrolo[3,4-b]quinoline is obtained (38 mg; 22%)

Workup

  1. customAfter evaporating the solvent
  2. washwashing the solid

Sources & evidence

ORD record
ord-970341b67bd345e9a17b7b37a5533b14
Source dataset
uspto-grants-2002_01
Patent number
US06335346B1

Reaction notes

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