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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656477Generated: November 2, 2026

Water → 8-Azidomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol

https://huagongshe.com/reaction/656477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant6,7-dihydro-5H-spiro[imidazo[1,5-a]pyridine-8,2'-oxirane]HCID 86629999—
SolventDimethylformamideHCID 6228—
Product8-Azidomethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-olHCID 86629998—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 5 mmol of 6,7-dihydro-5H-spiro[imidazo[1,5-a]pyridine-8,2′-oxirane] in 15 ml of N,N-dimethylformamide is admixed with 10 mmol of sodium azide and the reaction mixture is heated at 60° C. for 4 hours. The mixture is poured into water and extracted with tert-butyl methyl ether. The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071773B2
Source datasetuspto-grants-2011_12
ORD IDord-ccc038570b394a97a4903bdc27837725
Source noteuspto-grants-2011_12