Hydrochloric Acid → HCID 178516649, compound

A mixture of malonamide (5.1 g) and sodium ethoxide (20% ethanol solution, 34.3 g) in methanol (125 mL) was stirred at room temperature for 1 hour. To the mixture was added ethyl 2,2-difluoroacetate (6.31 mL), and the mixture was heated at reflux for 10 hours, and then stirred at room temperature overnight. To the mixture was added 1 mol/L hydrochloric acid until the pH became 3. The mixture was poured into a saturated aqueous ammonium chloride solution, and the resulting mixture was extracted with ethyl acetate thrice. The extracts were washed with brine, and dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residual solids were suspended in a mixed solvent (n-hexane/ethyl acetate=2/1), and collected by filtration. The collected solids were dried under reduced pressure to give 2-difluoromethyl-4,6-dihydroxypyrimidine (2.36 g). The title compound was prepared in a similar manner to that described in Reference Example 177 using this material instead of 4,6-dihydroxy-2-methylpyrimidine.

1. temperaturethe mixture was heated
2. temperatureat reflux for 10 hours
3. stirringstirred at room temperature overnight
4. extractionthe resulting mixture was extracted with ethyl acetate thrice
5. washThe extracts were washed with brine
6. dry with materialdried over anhydrous sodium sulfate
7. customthe solvent was removed under reduced pressure
8. filtrationcollected by filtration
9. customThe collected solids were dried under reduced pressure

ORD record

ord-303796bc1abb4b24926c0e36123a5257

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08217069B2