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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892815Generated: November 1, 2026

Hydrochloric Acid → HCID 178456094, compound

https://huagongshe.com/reaction/1892815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium AzideHCID 33557—
ReactantHCID 66935237HCID 66935237—
CatalystZinc bromideHCID 10421208—
SolventEthyl AcetateHCID 8857—
ProductHCID 178456094HCID 17845609458.9%

Reaction Steps

To N-benzyloxycarbonyl-(1R)-1-cyanopropylamine (85.6 mg) in suspension (3 ml), sodium azide (28 mg) and zinc bromide (88.3 mg) were added and the mixture was stirred under heating and reflux for 24 hours. 3N hydrochloric acid and ethyl acetate were added to the reaction solution and the mixture was stirred until there were no longer any insolubles. The obtained solution was extracted with ethyl acetate, then the organic layer was concentrated. 0.25N sodium hydroxide aqueous solution was added to the residue, the mixture was stirred for 30 minutes, and the insoluble compound was filtered. 6N hydrochloric acid was added to the filtrate to adjust to pH 1, then this was concentrated. The residue was diluted with 1N hydrochloric acid, then the solids were collected by filtration to obtain the title compound (60.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507714B2
Source datasetuspto-grants-2013_08
ORD IDord-71a9bdf5c099404691770ad39f30b27f
Source noteuspto-grants-2013_08