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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412607Generated: October 28, 2026

Diisopropyl Ether → 4-Aminomethyl-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrobromide

https://huagongshe.com/reaction/412607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantHexaneHCID 8058—
ReactantAcetic Acid Mixture with Hydrobromic AcidHCID 21893785—
Reactant4-Benzyloxycarbonylaminomethyl-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl esterHCID 60064128—
SolventDiethyl EtherHCID 3283—
SolventChloroformHCID 6212—
Product4-Aminomethyl-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrobromideHCID 69697327—

Reaction Steps

To a solution of 4-benzyloxycarbonylaminomethyl-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester (331 mg) in chloroform (0.5 ml) was added 25% hydrogen bromide-acetic acid (2 ml), and the mixture was stirred at room temperature for 10 min. After completion of the reaction, hexane, diisopropyl ether and diethyl ether were added and the supernatant was removed. Then, dimethylformamide (1 ml) was added and the resultant solid was collected by filtration, and washed with diethyl ether and dried under reduced pressure to give the title compound (423 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-638c12e62b5b49f0942c0610889731d2
Source noteuspto-grants-2003_05