Water → 5-(4-(Butoxy)butoxy)-2-[4-(-3-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-(S)-2-fluoropropoxy)phenyl]pyrimidine

Participants

Reaction Conditions

Reaction Steps

The title compound was prepared by combining 5-(4-hydroxy-2-[4-(3-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-(S)-2-fluoropropoxy)phenyl]pyrimidine (2.0 g, prepared essentially as in Example 18), 4-butoxybutyl chloride (0.63 g), and potassium carbonate (0.58 g) in a mixture of acetonitrile (12 mL) and dimethylformamide (16 mL). The resulting mixture was heated to 63° C. for 12 hours. Deionized water (30 mL) was added to the mixture, and the mixture was cooled to 0° C. and filtered to obtain the resulting crude product. The crude product was recrystallized form ethanol and further purified by Kugelrohr distillation (b.p. 196° C. at 0.04 torr; yield 1.71 g).

Provenance & Evidence