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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691707Generated: November 1, 2026

Hydrochloric Acid → 4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoic acid

https://huagongshe.com/reaction/1691707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactantethyl 4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoateHCID 66906545—
SolventEthanolHCID 702—
Product4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoic acidHCID 66905984103.2%

Reaction Steps

To a solution of 177 mg of ethyl 4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoate in 2.0 mL of ethanol was added 1.00 mL of a 1 M aqueous sodium hydroxide solution at room temperature, followed by stirring for 2 hours. It was neutralized by addition of 1.00 mL of 1 M hydrochloric acid. It was extracted with ethyl acetate, and the organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 174 mg of 4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoic acid as a colorless oily compound. ESI+: 563

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153658B2
Source datasetuspto-grants-2012_04
ORD IDord-c9091ca6081346b1b688784bdc21c30a
Source noteuspto-grants-2012_04