Sodium Hydroxide → 4-Butylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

HRID 1658763Notes

Reaction equation

HRID 1658763 reaction equation
C([O:3][C:4]([C:6]1[C:7]([NH:15][CH2:16][CH2:17][CH2:18][CH3:19])=[C:8]2[CH:14]=[N:13][NH:12][C:9]2=[N:10][CH:11]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH2:16]([NH:15][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:11][N:10]=[C:9]2[NH:12][N:13]=[CH:14][C:8]=12)[CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 537827204-butylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 215143004-Butylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Butylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester is treated with sodium hydroxide in ethanol for 20 hours at room temperature. The solvent is removed in vacuo and the residue is dissolved in water. On acidification with acetic acid, 4-butylamino-1H-pyrazolo[3,4-b]pyridine-5-caboxylic acid solidifies and is filtered off. The product is purified by recrystallization from acetic acid.

Workup

  1. customThe solvent is removed in vacuo
  2. dissolutionthe residue is dissolved in water
  3. filtrationis filtered off
  4. customThe product is purified by recrystallization from acetic acid

Sources & evidence

ORD record
ord-3dc066806c0d4d9991660fa032b9ed9e
Source dataset
uspto-grants-1976_06
Patent number
US03966746

Reaction notes

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