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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43484Generated: October 26, 2026

Hydrochloric Acid → cis(+/-)-3-(4-{[(Benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoic acid

https://huagongshe.com/reaction/43484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl cis(+/-)-3-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoateHCID 86648495—
SolventMethanolHCID 887—
Productcis(+/-)-3-(4-{[(Benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoic acidHCID 86648496—

Reaction Conditions

Temperature70 °C

Reaction Steps

Methyl cis(±)-3-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)benzoate obtained in Example (42a) (250 mg, 0.63 mmol) was dissolved in methanol (5 mL). A 1 N aqueous sodium hydroxide solution (4 mL) was added, and the mixture was stirred at 70° C. for one hour. The reaction solution was neutralized with 1 N hydrochloric acid, followed by extraction with ethyl acetate. Then, the organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-1ee00d9d2cca46f2aa6af1c9ec32b640
Source noteuspto-grants-2013_09