Sodium Acetate → 4-Ethyl-5-fluoropyrimidine

A mixture of 2,4-dichloro-6-ethyl-5-fluoropyrimidine (10 g) (see Preparation 7(iii)), sodium acetate (8.83 g), 5% palladium-on-charcoal (50% "wet", 2 g) and methanol (30 ml) was hydrogenated at 50° C. and 3 atmospheres pressure for 5 hours. The resulting slurry was filtered carefully through a cellulose-based filter-aid, the pad was washed with further methanol (5 ml) and the resulting orange filtrate was distilled at 64° C. and atmospheric pressure to provide a colourless distillate. This was partitioned between water (300 ml) and ether (40 ml) and the two phases separated. The organic phase was washed with water (4×50 ml), dried aver MgSO4 and the solvent was removed at room temperature under reduced pressure to provide the title compound as a pale yellow liquid (2.2 g).

1. customwas hydrogenated at 50° C.
2. filtrationThe resulting slurry was filtered carefully through a cellulose-
3. filtrationbased filter-aid
4. washthe pad was washed with further methanol (5 ml)
5. distillationthe resulting orange filtrate was distilled at 64° C.
6. customatmospheric pressure to provide a colourless distillate
7. customThis was partitioned between water (300 ml) and ether (40 ml)
8. customthe two phases separated
9. washThe organic phase was washed with water (4×50 ml)
10. dry with materialdried aver MgSO4
11. customthe solvent was removed at room temperature under reduced pressure

ORD record

ord-631cb93b36ed4bdc93ac0dc8c6f11cf0

Source dataset

uspto-grants-1998_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05773443