HCID 178469940, compound → HCID 178524806, compound

HRID 589167Notes

Reaction equation

HRID 589167 reaction equation
[OH:1][C:2]1[C:6]([C:7]([O:9]CC)=[O:8])=[CH:5][NH:4][N:3]=1>[OH-].[Na+].CCO>[OH:1][C:2]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][NH:4][N:3]=1

Participants

4

Reactant 1

HCID 178469940HCID 178469940, compound

Product 1

HCID 178524806HCID 178524806, compoundYield 89.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of ethyl 3-hydroxy-1H-pyrazole-4-carboxylate (625 mg, 4.00 mmol) in 10% NaOH (aq) (20 mL) and EtOH (10 mL) was heated under reflux for 20 h. EtOH was removed under reduced pressure. The residue was diluted with 10 mL of H2O and acidified with 4 N HCl. The precipitates were filtered to afford the titled compound as a white solid (460 mg), which was used without further purification.

Workup

  1. temperatureunder reflux for 20 h
  2. customEtOH was removed under reduced pressure
  3. additionThe residue was diluted with 10 mL of H2O
  4. filtrationThe precipitates were filtered

Sources & evidence

ORD record
ord-746e2115548b4bb1b0bda3e125903b67
Source dataset
uspto-grants-2016_01
Patent number
US09227971B2

Reaction notes

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