Sodium Hydroxide → HCID 86680297, compound

HRID 2360678Notes

Reaction equation

HRID 2360678 reaction equation
C([O:3][C:4]([C:6]1[C:7]2[C:15]([CH3:16])=[N:14][N:13]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)[C:8]=2[N:9]=[C:10]([Cl:12])[CH:11]=1)=[O:5])C.[OH-].[Na+]>C(O)(C)C>[Cl:12][C:10]1[CH:11]=[C:6]([C:4]([OH:5])=[O:3])[C:7]2[C:15]([CH3:16])=[N:14][N:13]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)[C:8]=2[N:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866802961H-Pyrazolo[3,4-b]pyridine-4-carboxylic acid, 6-chloro-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-, ethyl ester

Product 1

HCID 86680297HCID 86680297, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 6-chloro-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester (25 g) and 1N sodium hydroxide solution (200 mL) in isopropanol (200 mL) was stirred at r.t. for 3 h. The solvent was distilled off, the residue was taken up in a little water and brought to pH 3-4 with 1N hydrochloric acid. A solid precipitated, which was filtered off and dried in air. 22 g (96%) of the title compound were obtained.

Workup

  1. distillationThe solvent was distilled off
  2. customA solid precipitated
  3. filtrationwhich was filtered off
  4. customdried in air

Sources & evidence

ORD record
ord-410aed00234a4e4e8a9135973b830454
Source dataset
uspto-grants-2014_04
Patent number
US08686150B2

Reaction notes

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