Lithium Hydroxide → HCID 178438019, compound

HRID 1880358Notes

Reaction equation

HRID 1880358 reaction equation
[CH2:1]([C:3]1[C:11]2[C:6](=[C:7]([O:15][CH3:16])[CH:8]=[C:9]([C:12]([O-:14])=[O:13])[CH:10]=2)[NH:5][N:4]=1)[CH3:2].[Li+].[OH-]>C1COCC1>[CH2:1]([C:3]1[C:11]2[C:6](=[C:7]([O:15][CH3:16])[CH:8]=[C:9]([C:12]([OH:14])=[O:13])[CH:10]=2)[NH:5][N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 178438018HCID 178438018, compound

Product 1

HCID 178438019HCID 178438019, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-ethyl-7-methoxy-1H-indazole-5-carboxylate (1.05 g, 4.23 mmol) in THF (35 mL) was added 1 M LiOH (8.46 mL, 8.46 mmol) and the mixture was heated at reflux overnight. The mixture was concentrated and the residue was triturated with 1 N HCl. The precipitates were washed with water and air dried. The solids were then taken up in hot methanol, filtered, concentrated and dried overnight under high vacuum to provide the title compound as an off-white solid (849 mg, 91%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight
  3. concentrationThe mixture was concentrated
  4. customthe residue was triturated with 1 N HCl
  5. washThe precipitates were washed with water and air
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customdried overnight under high vacuum

Sources & evidence

ORD record
ord-f8bc821ef3e5453ca581c6ea9016f5e3
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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