HCID 17960601, compound → HCID 61394584, compound

HRID 1866762Notes

Reaction equation

HRID 1866762 reaction equation
[CH3:1][C:2]1[C:3]([N+:13]([O-])=O)=[C:4]([C:8]2[NH:9][CH:10]=[CH:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1>C(O)C.[OH-].[Pd+2].[OH-]>[NH:9]1[CH:10]=[CH:11][N:12]=[C:8]1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[NH2:13]

Participants

4

Reactant 1

HCID 17960601HCID 17960601, compound

Product 1

HCID 61394584HCID 61394584, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of the title compound of Step A (0.1 g, 0.49 mmol) in ethanol (20 mL) was added palladium hydroxide (20 wt % on carbon) (measured as the amount covering the tip of a small laboratory spatula). The flask was twice evacuated and flushed with nitrogen and then twice evacuated and flushed with hydrogen. The mixture was vigorously stirred under a balloon of hydrogen for 0.45 hour before being evacuated, exposed to air and filtered through a pad of Celite®. Concentration gave the title compound of Step B as an off white solid (82 mg).

Workup

  1. customThe flask was twice evacuated
  2. customflushed with nitrogen
  3. customtwice evacuated
  4. customflushed with hydrogen
  5. custombefore being evacuated
  6. filtrationfiltered through a pad of Celite®
  7. concentrationConcentration

Sources & evidence

ORD record
ord-893091d0b00e4c328f43950717c93492
Source dataset
uspto-grants-2009_12
Patent number
US07629463B2

Reaction notes

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