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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511100Generated: October 28, 2026

Hydrochloric Acid → HCID 58576452, compound

https://huagongshe.com/reaction/511100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventDichloromethane ethylacetateHCID 21226138—
ProductHCID 58576452HCID 5857645255%

Reaction Steps

A solution of 4-amino-piperidine-1-carboxylic acid tert-butyl ester (400 mg; 2.0 mmol), 2-chloro-5-trifluoromethyl-pyridine (362 mg; 2.0 mmol) and potassium carbonate (280 mg; 2.0 mmol) in dimethylsulfoxide (3 mL) is heated 10 hours at 120° C. The reaction is then cooled to room temperature, water (20 mL) is added and the pH is set to 4-5 by addition of aq. 1N hydrochloric acid. The aqueous layer is then extracted with dichloromethane (4×20 mL), the combined organic layers are dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue obtained is finally purified by column chromatography on silica gel (dichloromethane and then dichloromethane:ethylacetate 8:1) to afford the desired product (380 mg; 1.10 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096524B2
Source datasetuspto-grants-2015_08
ORD IDord-7b3ce21819e34585acb31acd34a13938
Source noteuspto-grants-2015_08