HCID 57687185, compound → HCID 59165434, compound

HRID 1443470Notes

Reaction equation

HRID 1443470 reaction equation
[CH3:1][O:2][C:3]1[C:11]([CH3:12])=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([N+:13]([O-])=O)[CH:4]=1>CCO>[CH3:1][O:2][C:3]1[C:11]([CH3:12])=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([NH2:13])[CH:4]=1

Participants

3

Reactant 1

HCID 57687185HCID 57687185, compound

Product 1

HCID 59165434HCID 59165434, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 110 (7.0 g, 33.3 mmol) was hydrogenated in EtOH (200 ml) and raney-ni (5.0 g) overnight at room temperature at 50 psi. The catalyst was filtered off and washed with dioxane and ethanol. The solvent was removed under vacuo and the product was isolated by column chromatography on silica gel eluted with dichloromethane and 3% methanol. Yield: 3.4 g=56%.

Workup

  1. customraney-ni (5.0 g) overnight
  2. customat room temperature
  3. filtrationThe catalyst was filtered off
  4. washwashed with dioxane and ethanol
  5. customThe solvent was removed under vacuo
  6. customthe product was isolated by column chromatography on silica gel
  7. washeluted with dichloromethane and 3% methanol

Sources & evidence

ORD record
ord-884b33dc95364ee7a4ee02b53847c1e8
Source dataset
uspto-grants-2010_02
Patent number
US07659245B2

Reaction notes

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