HCID 47126215, compound → HCID 58155136, compound

HRID 1887713Notes

Reaction equation

HRID 1887713 reaction equation
[CH3:1][NH:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][C:5]=1[N+:16]([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:16][C:5]1[CH:6]=[CH:7][C:8]([N:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)=[CH:9][C:4]=1[C:3]([NH:2][CH3:1])=[O:19]

Participants

5

Reactant 2

HCID 47126215HCID 47126215, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 58155136HCID 58155136, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To N-methyl-5-morpholino-2-nitrobenzamide (256 mg) in ethanol (20 mL) was added Pd/C (10% Pd in carbon, 50 mg, 20 wt %) under argon. A hydrogen balloon was used as the hydrogen source. The reaction was stirred at room temperature overnight. The mixture was filtered through celite and the celite pad was washed several times. The solvent was removed and the crude was purified by silica gel chromatography to obtain the desired product 2-amino-N-methyl-5-morpholinobenzamide (quantitative yield).

Workup

  1. filtrationThe mixture was filtered through celite
  2. washthe celite pad was washed several times
  3. customThe solvent was removed
  4. customthe crude was purified by silica gel chromatography

Sources & evidence

ORD record
ord-ae735c3f9c994f7d8a790d47cbff56a3
Source dataset
uspto-grants-2013_08
Patent number
US08501763B2

Reaction notes

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