Lithium iodide → HCID 67954838, compound

To a stirred solution of ethyl 1,6-dihydro-6-oxo-2-phenyl-1-(phenylmethyl)-5-pyrimidinecarboxylate (i.e. the product from Step B) (2.9 g, 8.6 mmol) in pyridine (15 mL) was added lithium iodide (3.01 g, 21.7 mmol). The reaction mixture was heated to reflux for 4 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 1 N hydrochloric acid until the pH was 7. The solution was filtered through Celite® diatomaceous filter aid, and the filtrate was acidified with 1 N hydrochloric acid until the pH was 1. 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 (2.2 g).

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

ORD record

ord-22358d4d318241bdac86aac6f4109acb

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09187432B2