Hydrochloric Acid → HCID 82361516, compound

HRID 1750384Notes

Reaction equation

HRID 1750384 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:11]=[CH:10][C:9]=2[C:19]([O:21]CC)=[O:20])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:11]=[CH:10][C:9]=2[C:19]([OH:21])=[O:20])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86010495HCID 86010495, compound

Product 1

HCID 82361516HCID 82361516, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (1.00 g, 3.22 mmol) obtained in step 1 in ethanol (5.0 ml) was added 2N aqueous sodium hydroxide solution (4.70 mL, 9.40 mmol) at room temperature, and the mixture was heated under reflux for 3 hr. The reaction mixture was cooled to room temperature, and 2N hydrochloric acid was added until the mixture became pH 6. The precipitate was collected by filtration with ethyl acetate to give 5-(4-fluorophenyl)-1-phenyl-1H-pyrazole-4-carboxylic acid (852 mg, 94%) as a white powder.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hr
  3. filtrationThe precipitate was collected by filtration with ethyl acetate

Sources & evidence

ORD record
ord-7a6fec0457ab4e26983abc478c4db607
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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