Hydrochloric Acid → HCID 22261055, compound

HRID 1983507Notes

Reaction equation

HRID 1983507 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-141b71acadcd46e196a4ea9b3f7ed3ef
Source dataset
uspto-grants-2009_06
Patent number
US07541376B2

Reaction notes

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