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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102394Generated: November 1, 2026

18-Crown-6 → HCID 178432417, compound

https://huagongshe.com/reaction/2102394

Reaction equation

Participants

RoleNameHCIDCharge
Reactant18-Crown-6HCID 28557—
ReactantPotassium FluorideHCID 522689—
ReactantHCID 178432416HCID 178432416—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178432417HCID 178432417—

Reaction Steps

To a solution of 6-bromo-7-chloro-5-methyl-3H-imidazo[4,5-b]pyridine (1.00 equivalent) in NMP is added KF (3.00 equivalents) and 18-crown-6 (0.20 equivalents) at room temperature. The resulting mixture is refluxed with stirring for 16 hours. The reaction mixture is cooled to room temperature and diluted with EtOAc and water. The organic layer is washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to afford the desired product that is purified by flash column chromatography as necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576072B2
Source datasetuspto-grants-2009_08
ORD IDord-22b7b67acbac43f6ac83c7ad6a6c23d9
Source noteuspto-grants-2009_08