Lithium Hydroxide → 5-methyl-1-(propan-2-yl)-1H-pyrazole-4-carboxylic acid

Reaction equation

[CH:1]([N:4]1[C:8]([CH3:9])=[C:7]([C:10]([O:12]CC)=[O:11])[CH:6]=[N:5]1)([CH3:3])[CH3:2].[OH-].[Li+]>>[CH:1]([N:4]1[C:8]([CH3:9])=[C:7]([C:10]([OH:12])=[O:11])[CH:6]=[N:5]1)([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 59734395HCID 59734395, compound

Product 1

HCID 230056715-methyl-1-(propan-2-yl)-1H-pyrazole-4-carboxylic acidYield 70%

Procedure

In a procedure analogous to Example B6, ethyl 1-isopropyl-5-methyl-1H-pyrazole-4-carboxylate (537 mg, 2.74 mmol) and lithium hydroxide (459 mg, 10.95 mmol) were combined to give 1-isopropyl-5-methyl-1H-pyrazole-4-carboxylic acid (32 mg, 70% yield) as an off white solid. MS (ESI) m/z: 169.0 (M+H+).

Sources & evidence

ORD record: ord-ed8bf95c61ac41e68dacb6720808edbe
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143293B2

Reaction notes

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