Hydrochloric Acid → 2-Methyl-2H-indazole-5-carboxylic acid

HRID 1880390Notes

Reaction equation

HRID 1880390 reaction equation
[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][C:7]([C:11]([O:13]C)=[O:12])=[CH:8]2)=[N:3]1.[Li+].[OH-].Cl>CO>[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8]2)=[N:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 37818686Methyl 2-methyl-2H-indazole-5-carboxylate

Product 1

HCID 569730162-Methyl-2H-indazole-5-carboxylic acidYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of methyl 2-methyl-2H-indazole-5-carboxylate (210 mg, 1.10 mmol) in methanol (5 mL) was added 1.0 M LiOH (1.2 mL, 1.2 mmol). The mixture was agitated at 40° C. overnight. After cooling to room temperature, 1 N HCl (1.17 mL, 1.1 eq) was added. The solution was cooled and the solid was isolated by filtration. The solid was dried in a vacuum oven at 50° C. to provide the title compound (147 mg, 76%).

Workup

  1. temperatureAfter cooling to room temperature
  2. temperatureThe solution was cooled
  3. customthe solid was isolated by filtration
  4. customThe solid was dried in a vacuum oven at 50° C.

Sources & evidence

ORD record
ord-a2101abaae1d424aa6f827a2a092ee3f
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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