Réaction #1596950

ord-a980b7b30f39475f82608ae6c343828b

Équation de réaction

CCCCC1CCC(c2ccc(B3OC(C)(C)C(C)(C)O3)c(F)c2)OC1
5-butyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran
Fc1cc(OC(F)(F)c2c(F)cc(Br)cc2F)cc(F)c1C(F)(F)F
5-((4-bromo-2,6-difluorophenyl)difluoromethoxy)-1,3-difluoro-2-(trifluoromethyl)benzene
CCCCC1CCC(c2ccc(-c3cc(F)c(C(F)(F)Oc4cc(F)c(C(F)(F)F)c(F)c4)c(F)c3)c(F)c2)OC1
5-Butyl-2-{4′-[(3,5-difluoro-4-trifluoromethylphenoxy)difluoromethyl]-2,3′,5′-trifluorobiphenyl-4-yl}tetrahydropyran

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

The compound according to the invention is prepared analogously to Example 2 by Suzuki coupling of 5-butyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran to 5-((4-bromo-2,6-difluorophenyl)difluoromethoxy)-1,3-difluoro-2-(trifluoromethyl)benzene. 5-Butyl-2-{4′-[(3,5-difluoro-4-trifluoromethylphenoxy)difluoromethyl]-2,3′,5′-trifluorobiphenyl-4-yl}tetrahydropyran is obtained as a colourless solid having an m.p. of 88° C. The successful synthesis is confirmed perfectly by NMR spectroscopy (1H, 19F, 13C) and mass spectroscopy (EI).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08211513B2uspto-grants-2012_07