Sodium Hydroxide → HCID 86703433, compound

HRID 1854081Notes

Reaction equation

HRID 1854081 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:16]([O:18]CC)=[O:17])[C:5]2[C:10]([CH2:11][CH3:12])=[N:9][N:8]([CH:13]([CH3:15])[CH3:14])[C:6]=2[N:7]=1.[OH-].[Na+]>CCO>[Br:1][C:2]1[CH:3]=[C:4]([C:16]([OH:18])=[O:17])[C:5]2[C:10]([CH2:11][CH3:12])=[N:9][N:8]([CH:13]([CH3:15])[CH3:14])[C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86703431HCID 86703431, compound

Product 1

HCID 86703433HCID 86703433, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
60 °C

Procedure

To a solution of ethyl 6-bromo-3-ethyl-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (0.4 g, 1.176 mmol) in EtOH (7 mL), aqueous NaOH (0.062 g, 1.529 mmol in 1 mL water) was added and reaction mixture stirred at 60° C. for 1 h. After completion of the reaction, ethanol was removed under reduced pressure and it was acidified using 2N HCl and 10% citric acid solution. Solid obtained was filtered and azeotrope it with toluene to give the desired compound (0.3 g, 81.7%).

Workup

  1. customreaction mixture
  2. customwas removed under reduced pressure and it
  3. customSolid obtained
  4. filtrationwas filtered

Sources & evidence

ORD record
ord-7b1dbcb29ae947d7aea88a7fd89652f7
Source dataset
uspto-grants-2015_02
Patent number
US08962620B2

Reaction notes

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