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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403200Generated: October 26, 2026

Lithium hydroxide, monohydrate → 6-(1-(Tert-butoxycarbonyl)piperidin-4-yl)picolinic acid

https://huagongshe.com/reaction/403200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantEthyl 6-[1-(tert-butoxycarbonyl)piperidin-4-yl]pyridine-2-carboxylateHCID 66686619—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product6-(1-(Tert-butoxycarbonyl)piperidin-4-yl)picolinic acidHCID 66686647—

Reaction Steps

To a solution of ethyl 6-[1-(tert-butoxycarbonyl)piperidin-4-yl]pyridine-2-carboxylate (500 mg) in tetrahydrofuran (5 ml) and water (1.3 ml) is added, at room temperature, lithium hydroxide monohydrate (125 mg). The mixture is stirred at room temperature for 2 h and then admixed with ice-cold 1N HCl solution. The aqueous phase is extracted with ethyl acetate and then the combined organic phases are dried over sodium sulphate. The solids are filtered off and the solvent is distilled off. This gives 6-[1-(tert-butoxycarbonyl)piperidin-4-yl]pyridine-2-carboxylic acid (310 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748420B2
Source datasetuspto-grants-2014_06
ORD IDord-37ffc95b0bb84b32a5d0bd50cd3c6131
Source noteuspto-grants-2014_06