HCID 86637648, compound → HCID 86637647, compound

HRID 1642345Notes

Reaction equation

HRID 1642345 reaction equation
BrCC1C=CC2[C:8]3[NH:9][C:10](=[O:17])[C:11]4[C:16]([C:7]=3CC=2C=1)=[CH:15][CH:14]=[CH:13][CH:12]=4>C(O)C.CN(C=O)C>[C:10]1(=[O:17])[C:11]2[C:16]([CH:15]=[CH:14][C:13]3[C:12]=2[CH:10]=[C:11]2[C:16]=3[CH:15]=[CH:14][CH:13]=[CH:12]2)=[CH:7][CH:8]=[N:9]1

Participants

4

Reactant 1

HCID 86637648HCID 86637648, compound

Product 1

HCID 86637647HCID 86637647, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6228DimethylformamideSolvent

Procedure

A suspension of 9-bromomethyl-5,6-dihydro-5-oxo-11-H-indeno[1,2-c]isoquinoline (0.425 g, 1.3 mmol) or a higher alkylene chain bromo-derivative, an appropriate amine in ethanol or DMF and ethanol and in the presence of base is refluxed for 2 hrs to overnight. The reaction mixture is stirred at room temperature for about 30 minutes and filtered. The resultant solid is washed with ethanol (2×20 mL) and dried in a vacuum oven to provide an Indenoisoquinolinone Analog of Formula IIb or IIIb.

Workup

  1. filtrationfiltered
  2. washThe resultant solid is washed with ethanol (2×20 mL)
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-90d394e8c5d0450f9afabcf6b61f7932
Source dataset
uspto-grants-2012_02
Patent number
US08119654B2

Reaction notes

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