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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189100Generated: November 1, 2026

1,3-Dichloroacetone → HCID 55267106, compound

https://huagongshe.com/reaction/1189100

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DichloroacetoneHCID 10793—
Reactant2-Amino-5-fluoropyridineHCID 2737701—
SolventEthanolHCID 702—
ProductHCID 55267106HCID 5526710657.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

According to the general protocol described in J. Heterocyclic. Chem., 1988, 25, 129-137, to solution of 5-fluoropyridin-2-amine (1.80 g, 16 mmol) in EtOH (24 mL) was added 1,3-dichloropropan-2-one (2.03 g, 16 mmol) and the resulting mixture was stirred overnight at 80° C. The solvent was evaporated, and the residue was dissolved in a minimum volume of water. The solution was neutralized (pH=8) with saturated NaHCO3. The aqueous layer was extracted with AcOEt and the organic layer was washed with saturated NaCl. The solvent was evaporated and the crude product was purified by chromatography (prepacked 25 g silicagel column, DCM as eluent) to afford 1.7 g of 2-(chloromethyl)-6-fluoro-imidazo[1,2-a]pyridine

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674106B2
Source datasetuspto-grants-2014_03
ORD IDord-a375ff80787a4803b6c698c6b11fadec
Source noteuspto-grants-2014_03