Hydrochloric Acid → HCID 178434312, compound

HRID 392222Notes

Reaction equation

HRID 392222 reaction equation
S([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]([O:19]C)=[O:18])[CH:15]=2)[C:10]([CH3:21])=[N:9]1)(C(F)(F)F)(=O)=O.C(=O)([O-])[O-].[K+].[K+].Cl>CO.O>[CH3:21][C:10]1[C:11]2[C:16](=[CH:15][C:14]([C:17]([OH:19])=[O:18])=[CH:13][CH:12]=2)[NH:8][N:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 22663352Methyl 3-methyl-1-[(trifluoromethyl)sulfonyl]-1H-indazole-6-carboxylate

Product 1

HCID 178434312HCID 178434312, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of methyl 1-triflyl-3-methyl-indazole-6-carboxylate (0.668 g, Reference Example 46) in a mixture of methanol and water (3:1, 80 ml) was treated with potassium carbonate (1.15 g). The mixture was heated at reflux for 5 hours then cooled to room temperature then poured into 1N hydrochloric acid (50 ml). The mixture was extracted three times with ethyl acetate (50 ml). The combined extracts were dried over sodium sulphate then evaporated. The residue was washed with a mixture of hexane and ether to give the title compound (0.360 g).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 5 hours
  3. extractionThe mixture was extracted three times with ethyl acetate (50 ml)
  4. dry with materialThe combined extracts were dried over sodium sulphate
  5. customthen evaporated
  6. washThe residue was washed with a mixture of hexane and ether

Sources & evidence

ORD record
ord-2a2bc68542194ee38da35d014de3de4f
Source dataset
uspto-grants-2004_10
Patent number
US06800645B1

Reaction notes

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