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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383244Generated: October 30, 2026

Magnesium → 8-[4-(1,1-Dimethoxyethyl)phenyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol

https://huagongshe.com/reaction/2383244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMagnesiumHCID 5462224—
Reactant1-Bromo-4-(1,1-dimethoxyethyl)benzeneHCID 10911782—
Reactant5H,6H,7H,8H-imidazo(1,5-a)pyridin-8-oneHCID 16752069—
SolventTetrahydrofuranHCID 8028—
Product8-[4-(1,1-Dimethoxyethyl)phenyl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-olHCID 66933821—

Reaction Steps

The Grignard reagent, prepared from 3.68 mmol of 1-bromo-4-(1,1-dimethoxyethyl)benzene [53578-00-0] and 14.72 mmol of magnesium in 5.5 ml of tetrahydrofuran is added slowly dropwise to a solution of 1.84 mmol of 6,7-dihydro-5H-imidazo[1,5-a]pyridin-8-one [426219-51-4] in 10 ml of tetrahydrofuran under argon. The reaction mixture is stirred at room temperature for 12 hours and then quenched with 0.5N HCl. It is extracted with dichloromethane and the phases are separated. The aqueous phase is rendered basic with sodium hydrogen carbonate and the precipitated solid is isolated by filtration and dried at 40° C. The title compound is obtained as a greyish solid. Rt=3.42 (Gradient I). By the process described in Example 3 the following compounds are prepared analogously:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263615B2
Source datasetuspto-grants-2012_09
ORD IDord-6c27cc338d0c4f17bcf95b976c4d32c5
Source noteuspto-grants-2012_09