Potassium Carbonate → HCID 178434289, compound

HRID 1880394Notes

Reaction equation

HRID 1880394 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][C:7](C(OC)=O)=[CH:8][CH:9]=2)[N:4](S(C(F)(F)F)(=O)=O)[N:3]=1.[C:22]([O-])([O-:24])=[O:23].[K+].[K+]>CO.O.CCOC(C)=O>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:22]([OH:24])=[O:23])[CH:9]=2)[NH:4][N:3]=1

Participants

5

Reactant 2

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

Product 1

HCID 178434289HCID 178434289, compoundYield 80.3%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

To a solution of methyl 3-methyl-1-[(trifluoromethyl)sulfonyl]-1H-indazole-6-carboxylate (590 mg, 1.83 mmol) in methanol/water (3:1, 72 mL) was added K2CO3 (1.01 g, 7.31 mmol) and the mixture was heated at reflux for 2 hours. The reaction was cooled to room temperature and the methanol was removed under reduced pressure. The aqueous solution was acidified to pH 3-3.5 with KHSO4. The solid was isolated by filtration, dissolved in EtOAc and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated to provide the title compound (259 mg, 80%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 2 hours
  3. customthe methanol was removed under reduced pressure
  4. customThe solid was isolated by filtration
  5. washwashed with water
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-c013c2b41cb644f7bd25d2831c79fc2e
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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