1,3-Dichloroacetone → HCID 55267106, compound

Temperature

80 °C

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

1. customThe solvent was evaporated
2. dissolutionthe residue was dissolved in a minimum volume of water
3. extractionThe aqueous layer was extracted with AcOEt
4. washthe organic layer was washed with saturated NaCl
5. customThe solvent was evaporated
6. customthe crude product was purified by chromatography (prepacked 25 g silicagel column, DCM as eluent)

ORD record

ord-a375ff80787a4803b6c698c6b11fadec

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08674106B2