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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544466Generated: October 25, 2026

Bromobenzene → 2-Methyl-8-phenoxyimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/544466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantPotassium HydroxideHCID 14797—
Reactant2-Methylimidazo[1,2-a]pyridin-8-olHCID 820953—
CatalystCopperHCID 23978—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-Methyl-8-phenoxyimidazo[1,2-a]pyridineHCID 13900295—

Reaction Steps

A mixture of 8-hydroxy-2-methylimidazo[1,2-a]pyridine (14.8 g), bromobenzene (15.7 g), copper powder (1.0 g) and powdered potassium hydroxide (5.6 g) in N-methyl pyrrolidone was heated under reflux for 4 hrs. The solvent was removed by distillation and the residue suspended in dichloromethane, washed with 10% sodium hydroxide solution and the dichloromethane was evaporated to give 2-methyl-8-phenoxyimidazo[1,2-a]pyridine. Treatment of this compound in accordance with Examples 10 and 11 yields the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04450164
Source datasetuspto-grants-1984_05
ORD IDord-4500b211716041029ecd860fcd4d5549
Source noteuspto-grants-1984_05