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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444937Generated: October 26, 2026

Sodium Hydroxide → 3-Amino-6-(2,4-dichloro-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/444937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
Reactant3-Amino-6-(2,4-dichloro-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid methyl esterHCID 67383408—
SolventMethanolHCID 887—
Product3-Amino-6-(2,4-dichloro-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acidHCID 58442340—

Reaction Steps

3-Amino-6-(2,4-dichloro-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (0.9 g, 2.465 mmol) was suspended in MeOH (15 ml) and NaOH 2M (2.465 ml, 4.93 mmol) was added under stirring. 1,4-Dioxane (15.00 ml) was added and the solution was left standing at RT over night. The solvent was removed in vacuo and the resulting residue was dissolved in water (10 ml) and carefully acidified to pH4 with slow addition of 2M HCl (2 ml) whilst stirring. The mixture was extracted with EtOAc (20 ml) and the organic portion was washed with brine and concentrated in vacuo. The residue was purified by reverse phase chromatography (130 g C18 column) eluting with water/MeOH to afford the title compound; LS-MS Rt=1.57 mins [M+H]+ 351.0 (Method 2 min LC_v002).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476269B2
Source datasetuspto-grants-2013_07
ORD IDord-42b82da000714c8fbd726f709ccce3c2
Source noteuspto-grants-2013_07