HCID 178497272, compound → HCID 178434398, compound

HRID 2360691Notes

Reaction equation

HRID 2360691 reaction equation
C[O:2][C:3]([C:5]1[C:6]2[C:20]([CH3:21])=[N:19][NH:18][C:7]=2[N:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)[CH:10]=1)=[O:4]>[Li+].[OH-].CO>[OH:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[C:6]3[C:20]([CH3:21])=[N:19][NH:18][C:7]=3[N:8]=2)=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 178497272HCID 178497272, compound

Product 1

HCID 178434398HCID 178434398, compoundYield 93.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3939Lithium HydroxideSolvent

Procedure

1.4 g of 6-(4-hydroxy-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid methyl ester were dissolved in 50 mL of a mixture of 2N LiOH and methanol (1:1). After the reaction was complete, methanol was removed in vacuo, water was added and the solution acidified to pH 1 by addition of hydrochloric acid. The resulting precipitate was filtered off to give 1.25 g of the title compound.

Workup

  1. custommethanol was removed in vacuo, water
  2. additionwas added
  3. additionthe solution acidified to pH 1 by addition of hydrochloric acid
  4. filtrationThe resulting precipitate was filtered off

Sources & evidence

ORD record
ord-e7903472a2ae4470898219dbdd6b4b34
Source dataset
uspto-grants-2014_04
Patent number
US08686150B2

Reaction notes

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