Hydrochloric Acid → HCID 178492758, compound

HRID 1181575Notes

Reaction equation

HRID 1181575 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([O:11][CH3:12])[NH:8][N:7]=1)=[O:5])C.[OH-].[Na+].Cl>O1CCCC1>[CH3:12][O:11][C:9]1[NH:8][N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469331ethyl 5-methoxy-1H-pyrazole-3-carboxylate

Product 1

HCID 178492758HCID 178492758, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-Methoxy-1H-pyrazole-3-carboxylic acid ethyl ester (120 mg, 0.71 mmol) was dissolved in tetrahydrofuran (THF) (2 mL). After addition of sodium hydroxide (2M in water; 1 mL) the mixture was stirred under reflux for 2 h. The reaction mixture was cooled to room temperature and acidified (pH 3) by addition of hydrochloric acid and extracted with ethyl acetate (3×20 ml). The extract was dried over sodium sulfate and evaporated to yield 86 mg (86%) of a white solid.

Workup

  1. temperatureunder reflux for 2 h
  2. extractionextracted with ethyl acetate (3×20 ml)
  3. dry with materialThe extract was dried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-d7723e383c844cd2a32938495f0b05b9
Source dataset
uspto-grants-2007_10
Patent number
US07285569B2

Reaction notes

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