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

HRID 846597

Reaction equation

HRID 846597 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%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 1-methylindazole-3-carboxylic acid, methyl ester (1.00 g, 0.0053 mole; 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-43754bed1c39445a92a6663e5e0e6ce6
Source dataset
uspto-grants-1992_08
Patent number
US05137895

Linked notes

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