Sodium Hydroxide → 2-Chloro-6-ethyl-5-fluoropyrimidin-4(3H)-one

Temperature

80 °C

To the solution obtained as the product of part (iii) was added water (6 ml). The mixture was stirred at 80° C. and 4N sodium hydroxide (45 ml) was added slowly over 2 hours. At the end of this period the reaction was cooled and washed with dichloromethane (15 ml). The aqueous layer was then added to dichloromethane (60 ml) and the pH adjusted to 1 with concentrated hydrochloric acid. The organic layer was separated and the pH adjusted to 3 using concentrated aqueous ammonia solution. The precipitate of ammonium chloride was removed by filtration and the filtrate was then concentrated to a volume of 15 ml and diluted with ethyl acetate (150 ml). This solution was concentrated to a volume of 30 ml and the crystals of the title compound that formed were collected by filtration and dried (8 g), then characterised by 1H-NMR and mass spectrometry.

1. temperatureAt the end of this period the reaction was cooled
2. washwashed with dichloromethane (15 ml)
3. additionThe aqueous layer was then added to dichloromethane (60 ml)
4. customThe organic layer was separated
5. customThe precipitate of ammonium chloride was removed by filtration
6. concentrationthe filtrate was then concentrated to a volume of 15 ml
7. additiondiluted with ethyl acetate (150 ml)
8. concentrationThis solution was concentrated to a volume of 30 ml

ORD record

ord-49760a8b6aff4c0cb251e251a2cb6c54

Source dataset

uspto-grants-1996_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05567817