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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966424Generated: October 31, 2026

Hydrochloric Acid → Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate

https://huagongshe.com/reaction/966424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylateHCID 10084542—
ReactantDichloromethane ethylacetateHCID 21226138—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylateHCID 113787558.4%

Reaction Steps

Crude, unpurified compound 8 (5 g) is added portionwise to a 0° C. commercially available solution of hydrogen chloride in 1,4-dioxan (Aldrich, 4 M, 35 ml.) Compound 8a slowly dissolves to afford a clear yellow solution. After stirring for approximately 12 hours, the reaction mixture turns cloudy. TLC on silica using methylene chloride:ethyl acetate (9:1) as the eluent shows the starting material has been consumed. The reaction mixture is filtered and a white solid is obtained. The solid is washed exhaustively with ether (50 mL) to afford 266 mg of compound 9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951946B2
Source datasetuspto-grants-2005_10
ORD IDord-9345db7ae7524d01b9cf14030e24a32f
Source noteuspto-grants-2005_10