Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573278Generated: October 30, 2026

4-Bromophenol → 2-(4-Bromophenoxy)imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/573278

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
ReactantSodium hydrideHCID 24758—
ReactantCalcium ChlorideHCID 5284359—
ReactantEthyl 2-chloroimidazo[1,2-a]pyridine-3-carboxylateHCID 21643308—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product2-(4-Bromophenoxy)imidazo[1,2-a]pyridineHCID 6799316720.6%

Reaction Steps

Ethyl 2-chloroimidazo[1,2-a]pyridine-3-carboxylate (2.00 g) was added to a solution of p-bromophenol (1.617 g) and NaH (0.427 g) in DMF (10 mL) at 100° C. The mixture was stirred at 100° C. under a dry atmosphere (CaCl2 tube) overnight. The reaction mixture was diluted with MeOH, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (530 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-a303b031cdc644cb8d1c3fc4e8821dcd
Source noteuspto-grants-2015_05