Dichloroacetyl chloride → HCID 23087993, compound

To 2-amino-5-chloropyrimidine (1.30 g) dissolved in N,N-dimethylformamide (30 mL), dichloroacetyl chloride (1.44 mL) and sodium hydrogencarbonate (1.26 g) were added, and the resultant mixture was stirred at room temperature for 1 hour. The solvent was distilled away under reduced pressure. Methylene chloride and water were added to the residue for partitioning the mixture. The aqueous layer was extracted with methylene chloride. The organic layers were combined, and the resultant mixture was washed with water, followed by drying over sodium sulfate anhydrate. The solvent was distilled away under reduced pressure. The residue was purified by silica gel flash column chromatography (hexane ethyl acetate=1:1). The resultant white solid was slurry-washed with a solvent mixture of hexane-diethyl ether (4:1), followed by filtration to recover, to thereby give the title compound (1.24 g) as a white solid.

1. distillationThe solvent was distilled away under reduced pressure
2. additionMethylene chloride and water were added to the residue
3. customfor partitioning the mixture
4. extractionThe aqueous layer was extracted with methylene chloride
5. washthe resultant mixture was washed with water
6. dry with materialby drying over sodium sulfate anhydrate
7. distillationThe solvent was distilled away under reduced pressure
8. customThe residue was purified by silica gel flash column chromatography (hexane ethyl acetate=1:1)
9. washThe resultant white solid was slurry-washed with a solvent mixture of hexane-diethyl ether (4:1)
10. filtrationfollowed by filtration
11. customto recover

ORD record

ord-3a4b17be0def431380bc9ac2b18088cf

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07576135B2