Water → HCID 59676069, compound

HRID 642789Notes

Reaction equation

HRID 642789 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11]1[C:10]3[CH:17]=[N:18][N:19]([CH3:20])[C:9]=3[CH2:8][CH2:7][C:6]2=1.O>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11]1[C:6]2=[CH:7][CH:8]=[C:9]2[N:19]([CH3:20])[N:18]=[CH:17][C:10]2=1

Participants

4

Reactant 2

HCID 962WaterHCID 59676035HCID 59676035, compound

Product 1

HCID 59676069HCID 59676069, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7-methoxy-3,10-dimethyl-3,4,5,10-tetrahydro-2,3,10-triaza-cyclopenta[a]fluorene (136 mg, 0.51 mmol) in DMF (2 mL) was treated with KO2 (5.0 eq.) at room temperature. The reaction mixture was stirred overnight. Water was added and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried, concentrated. The crude material was purified by silica gel column to yield the title compound as a white solid.

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe crude material was purified by silica gel column

Sources & evidence

ORD record
ord-cd02b673d9fc404dbc625503600c3963
Source dataset
uspto-grants-2010_04
Patent number
US07696239B2

Reaction notes

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