Sodium Hydroxide → HCID 178433901, compound

HRID 497949Notes

Reaction equation

HRID 497949 reaction equation
[OH:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[N:14]=[C:15]([CH3:16])[C:3]=12.[OH-].[Na+]>Cl>[OH:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[N:14]=[C:15]([CH3:16])[C:3]=12

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178469580HCID 178469580, compound

Product 1

HCID 178433901HCID 178433901, compoundYield 33.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of ethyl 4-hydroxy-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (2.0 g, 6.7 mmol) in 6N hydrochloric acid solution (10 mL) was heated and stirred at 100° C. for 1 hour. The solution was cooled to room temperature, made weakly acidic by the addition of an aqueous sodium hydroxide solution, and the resulting precipitate was collected by filtration. The crude crystals thus obtained were washed with water and dried to give the title compound (0.6 g, 33% yield).

Workup

  1. temperaturewas heated
  2. temperatureThe solution was cooled to room temperature
  3. filtrationthe resulting precipitate was collected by filtration
  4. customThe crude crystals thus obtained
  5. washwere washed with water
  6. customdried

Sources & evidence

ORD record
ord-99b1e2b8f93c4d12ade94fe950e238e3
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

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