Methanol → HCID 19603784, compound

HRID 1604632Notes

Reaction equation

HRID 1604632 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]([OH:15])=[O:14])([CH3:3])[CH3:2].[CH3:16]O>S(=O)(=O)(O)O>[CH:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]([O:15][CH3:16])=[O:14])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 19603734HCID 19603734, compound

Product 1

HCID 19603784HCID 19603784, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A mixture of 5-isopropyl-1H-indazole-3-carboxylic acid (1.44 g) and conc. sulphuric acid (2 drops) in methanol (20 ml) was stirred under reflux for 1 day. After removal of solvent by evaporation, the resulting residue was dissolved with ethyl acetate. The ethyl acetate extract was washed successively with aqueous sodium hydrogen carbonate solution, water, and brine, and was dried over magnesium sulfate, and concentrated under reduced pressure to give methyl 5-isopropyl-1H-indazole-3-carboxylate (1.39 g).

Workup

  1. temperatureunder reflux for 1 day
  2. customAfter removal of solvent
  3. customby evaporation
  4. dissolutionthe resulting residue was dissolved with ethyl acetate
  5. extractionThe ethyl acetate extract
  6. washwas washed successively with aqueous sodium hydrogen carbonate solution, water, and brine
  7. dry with materialwas dried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3fcd1a9d08b54190b711b6dbaae6d812
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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