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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075681Generated: November 2, 2026

N-(6-Bromo-quinolin-2-ylmethyl)-acetamide → 7-Bromo-1-methyl-imidazo[1,5-a]quinoline

https://huagongshe.com/reaction/2075681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(6-Bromo-quinolin-2-ylmethyl)-acetamideHCID 67091079—
SolventPhosphorus oxychlorideHCID 24813—
Product7-Bromo-1-methyl-imidazo[1,5-a]quinolineHCID 67091375—

Reaction Steps

4c (213 mg, 0.82 mmol) was refluxed in phosphorus oxychloride (5 mL) for 1 hour. The mixture was cooled to room temperature, concentrated, and diluted with saturated aqueous NaHCO3 and EtOAc. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified by silica gel chromatography (50-100% EtOAc in hexanes) to give the desired product, 4d.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-74f56c4a4bd749c6b6706af297154852
Source noteuspto-grants-2011_04