Hydrochloric Acid → 1-methyl-1H-imidazo[1,2-b]pyrazole-7-carboxylic acid(SALTDATA: FREE)

HRID 1463995Notes

Reaction equation

HRID 1463995 reaction equation
[CH3:1][N:2]1[C:9]2[N:5]([N:6]=[CH:7][C:8]=2[C:10]([O:12]C)=[O:11])[CH:4]=[CH:3]1.[OH-].[Na+].Cl>>[C:10]([C:8]1[CH:7]=[N:6][N:5]2[CH:4]=[CH:3][N:2]([CH3:1])[C:9]=12)([OH:12])=[O:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19089090Methyl 1-methyl-1H-imidazo[1,2-b]pyrazole-7-carboxylate

Product 1

HCID 190891141-methyl-1H-imidazo[1,2-b]pyrazole-7-carboxylic acid(SALTDATA: FREE)Yield 95.9%

Procedure

A solution of 1-methyl-7-methoxycarbonyl-1H-imidazo[1,2-b]pyrazole (5.0 g) in 4N-sodium hydroxide aqueous solution (14 ml) was refluxed for 1 hour. The reaction mixture was cooled with ice-bath and adjusted to pH 3.0 with 6N hydrochloric acid. The resultant solid was collected by filtration, washed with cold water and dried over phosphorus pentoxide in vacuo to give 7-carboxy-1-methyl-1H-imidazo[1,2-b]pyrazole (4.42 g).

Workup

  1. temperatureThe reaction mixture was cooled with ice-bath
  2. filtrationThe resultant solid was collected by filtration
  3. washwashed with cold water
  4. dry with materialdried over phosphorus pentoxide in vacuo

Sources & evidence

ORD record
ord-09074d8c452942a084b92dd1806c52a4
Source dataset
uspto-grants-1994_04
Patent number
US05302712

Reaction notes

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