Water → HCID 59676069, compound

HRID 624508Notes

Reaction equation

HRID 624508 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-710275a216724e46a000113e5dec791f
Source dataset
uspto-grants-2016_04
Patent number
US09303037B2

Reaction notes

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