Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61089Generated: October 27, 2026

Acetic Acid → 6-Methyl-3-(1H-pyrazol-1-yl)picolinic acid

https://huagongshe.com/reaction/61089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant6-Methyl-3-(1H-pyrazol-1-yl)picolinonitrileHCID 117728152—
SolventMethanolHCID 887—
Product6-Methyl-3-(1H-pyrazol-1-yl)picolinic acidHCID 5936367294%

Reaction Steps

6-Methyl-3-(1H-pyrazol-1-yl)picolinonitrile (0.60 g, 3.26 mmol) and NaOH (1.37 g, 34.2 mmol) were dissolved in methanol (3 mL) and stirred at reflux overnight. The reaction was cooled to rt, diluted with more methanol (5 mL), and acidified with AcOH to pH 4-5. The solvent was removed in vacuo to obtain the crude which was purified by silica gel chromatography (0˜100% DCM/EtOAc) to yield the title compound as a clear oil (0.62 g, 94%). MS (ESI) 204 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440982B2
Source datasetuspto-grants-2016_09
ORD IDord-4705ada6d96d46f0b0f74ced5f46e5bb
Source noteuspto-grants-2016_09