Sodium Hydroxide → HCID 178509234, compound

HRID 1943899Notes

Reaction equation

HRID 1943899 reaction equation
Cl.[N+:2]([C:5]1[CH:6]=[C:7]2[C:13]([NH2:14])=[N:12][NH:11][C:8]2=[N:9][CH:10]=1)([O-:4])=[O:3].[OH-].[Na+]>CCOC(C)=O.O>[N+:2]([C:5]1[CH:6]=[C:7]2[C:13]([NH2:14])=[N:12][NH:11][C:8]2=[N:9][CH:10]=1)([O-:4])=[O:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178479167HCID 178479167, compound

Product 1

HCID 178509234HCID 178509234, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

5-Nitro-1H-pyrazolo[3,4-b]pyridin-3-amine hydrochloride was suspended in EtOAc (300 mL) and water (100 mL). The mixture was treated with a 2M solution of NaOH (1027 μL, 2.05 mmol). The organic layer was separated, washed with water (2×50 mL) and brine (50 mL), dried (Na2SO4), filtered and concentrated to afford 5-nitro-1H-pyrazolo[3,4-b]pyridin-3-amine (275 mg, 75% yield) as a solid.

Workup

  1. customThe organic layer was separated
  2. washwashed with water (2×50 mL) and brine (50 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2ae9bc3d0c134172869ab7253f971073
Source dataset
uspto-grants-2013_03
Patent number
US08394795B2

Reaction notes

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