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Hydrochloric Acid → HCID 178434312, compound

HRID 380435
Notes
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Reaction equation

HRID 380435 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 22663352Methyl 1-triflyl-3-methyl-indazole-6-carboxylate

Product 1

HCID 178434312HCID 178434312, compoundYield 98.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent
HCID 962
Water
Solvent

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-dd85599d2e714ee5bb92b4bb0769bbaa
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06303600B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes