2-(2-(Tert-butoxycarbonyl)hydrazino)-5-nitropyridine → 2-BOC-hydrazino-5-amino pyridine

HRID 1491647Notes

Reaction equation

HRID 1491647 reaction equation
[C:1]([O:5][C:6]([NH:8][NH:9][C:10]1[N:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[Pt]=O>[NH2:16][C:13]1[CH:14]=[N:15][C:10]([NH:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 103325202-(2-(Tert-butoxycarbonyl)hydrazino)-5-nitropyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 103763392-BOC-hydrazino-5-amino pyridineYield 99.8%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

57 mg of platinum oxide was added to a solution of 6-(2-t-butoxycarbonylhydrazino)-3-nitropyridine (570 mg) in ethanol (10 ml). The mixture was vigorously stirred in an atmosphere of hydrogen at room temperature for 1 hour. After completion of the reaction, the reaction solution was filtered, and the filtered cake was thoroughly washed with ethanol. The filtrate and the washings were combined, and the solvent was removed by distillation to obtain 502 mg of 3-amino-6-(2-t-butoxycarbonylhydrazino)pyridine as a brown powder.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction solution was filtered
  3. washthe filtered cake was thoroughly washed with ethanol
  4. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-e33b5eb86e284f019e99ea9bbd58b849
Source dataset
uspto-grants-1994_12
Patent number
US05371086

Reaction notes

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