Hydrogen Peroxide → HCID 57717589, compound

HRID 1984524Notes

Reaction equation

HRID 1984524 reaction equation
[OH:1]O.[NH2:3][C:4]1[C:13]2=[N:14][N:15]([CH2:23][CH2:24][CH3:25])[C:16]([CH2:17][C:18]([CH3:22])([CH3:21])[C:19]#[N:20])=[C:12]2[C:11]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=2[N:5]=1>[OH-].[Na+]>[NH2:3][C:4]1[C:13]2=[N:14][N:15]([CH2:23][CH2:24][CH3:25])[C:16]([CH2:17][C:18]([CH3:21])([CH3:22])[C:19]([NH2:20])=[O:1])=[C:12]2[C:11]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=2[N:5]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 66959202HCID 66959202, compound

Product 1

HCID 57717589HCID 57717589, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Hydrogen peroxide (0.8 mL of 30%) was added to a suspension of 3-(4-amino-2-propyl-2H-pyrazolo[3,4-c][1,8]naphthyridin-1-yl)-2,2-dimethylpropanenitrile (0.54 g, 1.75 mmol) in 6 N aqueous sodium hydroxide. The reaction and work-up procedures described in Example 1288 were followed with the modification that the reaction was heated for 5.5 hours. Following chromatographic purification (eluting with 0% to 55% CMA in chloroform) and drying under high vacuum, 0.16 g of 3-(4-amino-2-propyl-2H-pyrazolo[3,4-c][1,8]naphthyridin-1-yl)-2,2-dimethylpropanamide was obtained as a white solid, mp 254-257° C.

Workup

  1. customThe reaction
  2. temperaturewas heated for 5.5 hours
  3. custompurification (eluting with 0% to 55% CMA in chloroform)
  4. customdrying under high vacuum

Sources & evidence

ORD record
ord-fb0d765616df484aa287fa186b81cccf
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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