Acetic Acid → HCID 13007948, compound

HRID 497947Notes

Reaction equation

HRID 497947 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1C(OCC)=O.Cl.C(O)(=O)C>[OH-].[Na+]>[N:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[N:6]1[C:2]([NH2:1])=[CH:3][CH:4]=[N:5]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 742041ethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate

Product 1

HCID 13007948HCID 13007948, compoundYield 31.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of ethyl 5-amino-1-(2-pyridinyl)-1H-pyrazole-4-carboxylate (27.9 g, 120 mmol) in 4N sodium hydroxide (300 mL) solution was heated under reflux for 1 hour. The mixture was cooled to room temperature, neutralized with conc. hydrochloric acid, and made acidic with acetic acid. The resulting crystals were collected by filtration, washed with ethanol, and air dried. The crystals was subjected to heat at a temperature of 200° C., and then washed with diethylether to give the title compound (6.02 g, 31% yield).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. filtrationThe resulting crystals were collected by filtration
  4. washwashed with ethanol, and air
  5. customdried
  6. temperatureto heat at a temperature of 200° C.
  7. washwashed with diethylether

Sources & evidence

ORD record
ord-02de659f65454c51bb516853ac9d8348
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

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