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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525839Generated: October 25, 2026

Hydrochloric Acid → 6-Methyl-4-(pyrimidin-5-yloxy)picolinic acid

https://huagongshe.com/reaction/1525839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
Reactant6-Methyl-4-(pyrimidin-5-yloxy)picolinonitrileHCID 68294909—
SolventDichloromethane methanolHCID 21226129—
Product6-Methyl-4-(pyrimidin-5-yloxy)picolinic acidHCID 6829482699%

Reaction Steps

6-methyl-4-(pyrimidin-5-yloxy)picolinonitrile (4.31 g, 20.3 mmol, 1.00 eq) was dissolved in dioxane (90 mL), and 2N NaOH (45 mL) was added. The mixture was refluxed for 18 h and after cooling the reaction was neutralized with 2N HCl (45 mL). The water and solvent were removed in vacuo and the crude reaction was dissolved in 10% MeOH/CH2Cl2. The undissolved salt was filtered off and the solvents were removed in vacuo to afford 4.65 g (99%) of the title compound as a white solid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085562B2
Source datasetuspto-grants-2015_07
ORD IDord-03afd64567f841908b244f3e334bfa58
Source noteuspto-grants-2015_07