219761-99-6 → HCID 22388192, compound

HRID 1699800Notes

Reaction equation

HRID 1699800 reaction equation
[CH3:1][C:2]1[CH:13]=[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=[CH:9][N:4]2[N:3]=1.S(=O)(=O)(O)O.[CH2:19](O)[CH3:20]>>[CH3:1][C:2]1[CH:13]=[C:5]2[CH:6]=[C:7]([C:10]([O:12][CH2:19][CH3:20])=[O:11])[CH:8]=[CH:9][N:4]2[N:3]=1

Participants

3

Reactant 2

HCID 22388435219761-99-6HCID 73950302Sulphuric acid ethanol

Product 1

HCID 22388192HCID 22388192, compound

Procedure

2-Methylpyrazolo[1,5-a]pyridine-5-carboxylic acid (723 mg) was dissolved in 10% sulfuric acid/ethanol (20 ml) and the mixture was refluxed under heating for 2.5 hr. The reaction mixture was neutralized under ice-cooling, extracted with ethyl acetate and dried over magnesium sulfate. The residue was concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4:1) to give the objective compound (707 mg) as a pale-brown powder.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2.5 hr
  3. temperaturecooling
  4. extractionextracted with ethyl acetate
  5. dry with materialdried over magnesium sulfate
  6. concentrationThe residue was concentrated to dryness under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=4:1)

Sources & evidence

ORD record
ord-0eb74a558249448293b4f2fb16b77954
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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