HCID 17756075, compound → 4-(3,4-Diamino-phenoxy)-pyridine-2-carboxylic acid methylamide

HRID 491612Notes

Reaction equation

HRID 491612 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[C:14]([N+:21]([O-])=O)[CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4]>CO.CCOC(C)=O>[CH3:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([NH2:21])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

4

Reactant 1

HCID 17756075HCID 17756075, compound

Product 1

HCID 177564924-(3,4-Diamino-phenoxy)-pyridine-2-carboxylic acid methylamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-(3,4-Dinitro-phenoxy)-pyridine-2-carboxylic acid methylamide (Step A) (0.71 g, 2.23 mmol) was dissolved in 40 mL MeOH and 80 mL EtOAc. To the argon-degassed solution was added 10% Pd/C (0.20 g). The reaction was vigorously stirred for 42 h at RT under 1 atm of H2 gas. The reaction was filtered through a Celite® plug. The solvent was removed under reduced pressure to obtain the title compound.

Workup

  1. customTo the argon-degassed solution
  2. additionwas added 10% Pd/C (0.20 g)
  3. filtrationThe reaction was filtered through a Celite® plug
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-770d54a861264c86bb48e4caa65525cf
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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