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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408570Generated: October 25, 2026

Sodium Hydroxide → Imidazo[1,2-a]pyridine-7-methanol

https://huagongshe.com/reaction/408570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl imidazo(1,2-a)pyridine-7-carboxylateHCID 15096964—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductImidazo[1,2-a]pyridine-7-methanolHCID 11051824—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a −78° C. cooled solution of imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester (1 eq.) in dry THF was slowly added a solution of LiAlH4 in THF (1M in THF, 2 eq.). The reaction mixture was warmed to 0° C. and stirred for 30 min. The reaction mixture was then poured onto a cooled aqueous solution of NaOH 2N, stirred for 5 min and filtered through a pad of celite. The filtrate was partitioned between water and EtOAc, the organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford imidazo[1,2-a]pyridin-7-yl-methanol which was used as such without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759334B2
Source datasetuspto-grants-2014_06
ORD IDord-fcf8591d91854d84b39396c492629ec7
Source noteuspto-grants-2014_06