Potassium Hydroxide → 4-Ethoxy-2-methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

HRID 259408Notes

Reaction equation

HRID 259408 reaction equation
Cl.[CH2:2]([O:4][C:5]1[C:6]2[C:7](=[N:16][N:17]([CH3:19])[CH:18]=2)[N:8]=[CH:9][C:10]=1[C:11]([O:13]CC)=[O:12])[CH3:3].[OH-].[K+]>C(O)C>[CH2:2]([O:4][C:5]1[C:6]2[C:7](=[N:16][N:17]([CH3:19])[CH:18]=2)[N:8]=[CH:9][C:10]=1[C:11]([OH:13])=[O:12])[CH3:3]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 92019408HCID 92019408, compound

Product 1

HCID 214217464-Ethoxy-2-methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

28.5 g. of 4-ethoxy-2 -methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl ester, hydrochloride from Example 2 and 15 g. of potassium hydroxide are refluxed in 100 ml. of ethanol for 10 hours. The solvent is then distilled off and the residue is dissolved in 20 ml. of water. Acetic acid is added and a precipitate of 16 g. of 4-ethoxy-2-methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid; m.p. 222°-225° (DMF); is obtained.

Workup

  1. distillationThe solvent is then distilled off
  2. dissolutionthe residue is dissolved in 20 ml
  3. additionAcetic acid is added
  4. customis obtained

Sources & evidence

ORD record
ord-6a3dd96a877940e3b5f88e5709f88c0d
Source dataset
uspto-grants-1977_07
Patent number
US04038283

Reaction notes

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