Water → 6-(1fluoroethyl)-4-pyrimidone

Temperature

40 °C

To a solution in which 9.33 g of methyl 4-fluoro-3-oxopentanoate had been dissolved in 115 ml of methanol were successively added 36.5 g of a 28% sodium methoxide methanol solution and 9.84 g of formamidine acetate at room temperature, and the mixture was stirred at 40° C. for 12 hours. To the mixture was further added 0.66 g of formamidine acetate and after stirring the mixture at 50° C. for 2 hours, the mixture was cooled to 10° C. or lower. After cooling, a mixture of 9.51 g of conc. sulfuric acid and 8.5 g of water was added to the reaction mixture. After stirring the mixture at 50° C. for 30 minutes, insolubles were removed by filtration and the filtrate was quantitated by the liquid chromatography internal standard method. As a result, 7.99 g of 6-(1-fluoroethyl)-4-pyrimidone was found to be formed (yield: 89.2%). The filtrate was concentrated under reduced pressure and the concentrated solution was recrystallized from 40 ml of 2-propanol to obtain 5.82 g of 6-(1-fluoroethyl)-4-pyrimidone.

1. customat room temperature
2. stirringafter stirring the mixture at 50° C. for 2 hours
3. temperaturethe mixture was cooled to 10° C.
4. temperatureAfter cooling
5. additionwas added to the reaction mixture
6. stirringAfter stirring the mixture at 50° C. for 30 minutes
7. custominsolubles were removed by filtration
8. customto be formed (yield: 89.2%)
9. concentrationThe filtrate was concentrated under reduced pressure
10. customthe concentrated solution was recrystallized from 40 ml of 2-propanol

ORD record

ord-57b9d174bb9948fbae194e1e957d15b2

Source dataset

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06340757B1