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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423012Generated: November 1, 2026

Water → 8-Bromo-3-(4-fluorophenyl)-imidazo[1,5-a]pyridine

https://huagongshe.com/reaction/1423012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(3-bromopyridin-2-ylmethyl)-4-fluoro-benzamideHCID 67194294—
SolventPhosphorus oxychlorideHCID 24813—
Product8-Bromo-3-(4-fluorophenyl)-imidazo[1,5-a]pyridineHCID 67195550—

Reaction Steps

A mixture of N-(3-bromopyridin-2-ylmethyl)-4-fluoro-benzamide (594 mg, 1.92 mmol) in POCl3 (5.0 mL) is warmed at reflux. After 1.5 hours, the mixture is cooled to room temperature and poured into water while adding crushed ice to control the exotherm. The mixture is made basic with potassium carbonate and the precipitate is collected by filtration to afford 8-bromo-3-(4-fluorophenyl)-imidazo[1,5-a]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927550B2
Source datasetuspto-grants-2015_01
ORD IDord-8eca7b9c1663474aa8ed7425d631c30f
Source noteuspto-grants-2015_01