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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875450Generated: November 2, 2026

Water → 3-(2-Fluorobenzyl)imidazo[1,5-a]pyridine-1-carbonitrile

https://huagongshe.com/reaction/1875450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant3-(2-Fluorobenzyl)imidazo[1,5-a]pyridine-1-carboxamideHCID 59177870—
SolventTetrahydrofuranHCID 8028—
Product3-(2-Fluorobenzyl)imidazo[1,5-a]pyridine-1-carbonitrileHCID 59177871—

Reaction Steps

269 mg (1.00 mmol) of 3-(2-fluorobenzyl)imidazo[1,5-a]pyridine-1-carboxamide from example 17A are dissolved in 2.5 ml of THF, and 200 mg (2.50 mmol) of pyridine and 525 mg (2.50 mmol) of trifluoroacetic anhydride are added. The mixture is stirred at RT for 15 h, then water is added, and the mixture is extracted with ethyl acetate. The organic phase is washed with saturated sodium bicarbonate solution and 1 N hydrochloric acid, dried over sodium sulfate and concentrated. The crude product obtained (188 mg, 61% purity, 45% of theory) is reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309551B2
Source datasetuspto-grants-2012_11
ORD IDord-bf8f65cb7168496785883b6bc2abade3
Source noteuspto-grants-2012_11