Hydrochloric Acid → 1H-Indazole-3-carboxylic acid, 1-methyl-

HRID 5368

Reaction equation

HRID 5368 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]([O:13]C)=[O:12])=[N:3]1.[OH-].[Na+].Cl>CO.O>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]([OH:13])=[O:12])=[N:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13900574Methyl 1-methyl-1H-indazole-3-carboxylate

Product 1

HCID 6891051H-Indazole-3-carboxylic acid, 1-methyl-Yield 92.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 1-methylindazole-3-carboxylic acid, methyl ester (1.00 g, 0.0053 mol) was stirred in a mixture of methanol (10 mL)/2N NaOH solution (120 mL) at reflux temperature for 2 hours. After cooling, the mixture was diluted with water (100 mL) and acidified with 6N HCl solution. The white solid that formed was collected by filtration and dried under ambient conditions for 6 days to give 0.86 g (92% yield) of the product; mp 215°-216° C.

Workup

  1. temperatureat reflux temperature for 2 hours
  2. temperatureAfter cooling
  3. customThe white solid that formed
  4. filtrationwas collected by filtration
  5. customdried under ambient conditions for 6 days

Sources & evidence

ORD record
ord-76e193244c0648009545e2db9839eabd
Source dataset
uspto-grants-1993_09
Patent number
US05244907

Linked notes

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