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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245852Generated: October 30, 2026

Sodium sulfate decahydrate → (6-Fluoro-imidazo[1,5-a]pyridin-3-yl)-methanol

https://huagongshe.com/reaction/245852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium sulfate decahydrateHCID 62649—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 6-fluoroimidazo[1,5-a]pyridine-3-carboxylateHCID 86677905—
SolventTetrahydrofuranHCID 8028—
Product(6-Fluoro-imidazo[1,5-a]pyridin-3-yl)-methanolHCID 86677906117.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

In a round-bottomed flask, 6-fluoro-imidazo[1,5-a]pyridine-3-carboxylic acid methyl ester (223 mg, 1.15 mmol) was dissolved in THF (7 ml). The solution was cooled to 0° C. and lithium aluminum hydride (1.0 M in THF, 1.4 ml, 1.4 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 1.5 h then sodium sulfate decahydrate was carefully added. When gas evolution had ceased, the ice bath was removed, sodium sulfate was added and the mixture was stirred vigorously for 30 min at room temperature. The suspension was filtered over Celite and rinsed with ethyl acetate and methanol. The filtrate was concentrated to give 225 mg of (6-fluoro-imidazo[1,5-a]pyridin-3-yl)-methanol as a brown solid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-ce62fafcdac44e42b410d73225d1caaf
Source noteuspto-grants-2014_02