Lithium iodide → 2-(3,5-Difluorophenyl)-1,6-dihydro-1-(2-methoxyethyl)-6-oxo-5-pyrimidinecarboxylic acid

To a stirred solution of ethyl 2-(3,5-difluorophenyl)-1,6-dihydro-1-(2-methoxyethyl)-6-oxo-5-pyrimidinecarboxylate (i.e. the product from Example 9, Step C) (1.14 g, 3.37 mmol) in ethyl acetate (10 mL) was added lithium iodide powder (1.35 g, 10.0 mmol). The reaction mixture was heated to reflux for 24 h, cooled, and then stirred at room temperature for 72 h. The reaction mixture was concentrated under reduced pressure. To the resulting residue was added water (10 mL), followed by 6 N hydrochloric acid until the pH was 2. The mixture was extracted with dichloromethane, and the organic layer was dried (MgSO4) and concentrated under reduced pressure to afford a solid, which was washed with diethyl ether and dried under reduced pressure to afford the title product as a white solid (700 mg).

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for 24 h
3. temperaturecooled
4. concentrationThe reaction mixture was concentrated under reduced pressure
5. additionTo the resulting residue was added water (10 mL)
6. extractionThe mixture was extracted with dichloromethane
7. dry with materialthe organic layer was dried (MgSO4)
8. concentrationconcentrated under reduced pressure
9. customto afford a solid, which
10. washwas washed with diethyl ether
11. customdried under reduced pressure

ORD-Eintrag

ord-875156120236449883974f4e84bbae06

Quelldatensatz

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08952024B2