Hydrochloric Acid → HCID 22261055, compound

HRID 503167Notes

Reaction equation

HRID 503167 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][C:14]=1[NH:15][C:16](=[O:18])[CH3:17])[NH:11][N:10]=[C:9]2[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)=[O:5])C.Cl>C(O)C.[OH-].[Na+]>[C:16]([NH:15][C:14]1[CH:13]=[C:12]2[C:8]([C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[N:10][NH:11]2)=[CH:7][C:6]=1[C:4]([OH:5])=[O:3])(=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68419893HCID 68419893, compound

Product 1

HCID 22261055HCID 22261055, compoundYield 105.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A total of 160 mg of 6-acetylamino-3-(3-fluoro-phenyl)-1H-indazole-5-carboxylic acid ethyl ester obtained in Production Example II-7-e was dissolved in 3 ml of ethanol and 1 ml of 5 N aqueous sodium hydroxide solution, and the solution was stirred at 50° C. for 2 hours. After cooling to room temperature, 1 N hydrochloric acid was added and the mixture was extracted with ethyl acetate. The resulting organic layer was washed with brine, dried over magnesium sulfate and the solvent was evaporated, to give 155 mg of the title compound as pale yellow crystals.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe resulting organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e251caba9fb44e2caeef8dea267fed37
Source dataset
uspto-grants-2010_08
Patent number
US07776890B2

Reaction notes

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