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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42148Generated: October 26, 2026

Hydrochloric Acid → Tert-Butyl 4-[2-(4-carboxy-3-fluorophenoxymethyl)pyridin-5-yl]piperidine-1-carboxylate

https://huagongshe.com/reaction/42148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantTert-butyl 4-[2-(4-ethoxycarbonyl-3-fluorophenoxymethyl)pyridin-5-yl]piperidine-1-carboxylateHCID 67083233—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductTert-Butyl 4-[2-(4-carboxy-3-fluorophenoxymethyl)pyridin-5-yl]piperidine-1-carboxylateHCID 67083327101.1%

Reaction Steps

To a solution of tert-butyl 4-[2-(4-ethoxycarbonyl-3-fluorophenoxymethyl)pyridin-5-yl]piperidine-1-carboxylate (Example 9) (60 mg, 0.131 mmol) in ethanol (0.9 mL)-water (0.2 mL) was added lithium hydroxide monohydrate (16 mg, 0.393 mmol). The mixture was stirred at room temperature overnight, diluted with water, neutralized by the addition of 1N hydrochloric acid and then extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound as a white crystal (57 mg, quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536176B2
Source datasetuspto-grants-2013_09
ORD IDord-a7de12f7c05345048c54f31182592ba7
Source noteuspto-grants-2013_09