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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31428Generated: October 25, 2026

Sodium Azide → 4'-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamide

https://huagongshe.com/reaction/31428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4'-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamideHCID 69314875—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4'-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1'-biphenyl-3-carboxamideHCID 86604695—

Reaction Steps

A solution of sodium azide (14.8 mg) in water (1.25 ml) was added to 4′-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 45) (40 mg) in DMF (0.5 ml) and ethanol (2.5 ml) and the mixture heated at reflux for 2 hours. The solvents were evaporated under vacuum and the residue partitioned between water (20 ml) and chloroform (15 ml). The aqueous was extracted with chloroform (15 ml) and the combined organic phases dried (sodium sulphate) and reduced to dryness in vacuo to give 4′-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-6-methyl-1,1′-biphenyl-3-carboxamide,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425555B2
Source datasetuspto-grants-2008_09
ORD IDord-9de561ba42d14a5fa7eb2db4be4768e4
Source noteuspto-grants-2008_09