4-Fluorophenol → 5,7-Bis(difluoromethyl)-2-[3-(4-fluorophenoxy)propyl]-[1,2,4]triazolo[1,5-a]pyrimidine

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Reaction Steps

The title compound was prepared according to the experimentals described for Example 22 above from 3-[3-(4-fluorophenoxy)propyl]-1H-1,2,4-triazol-5-amine and 1,1,5,5-tetrafluoropentane-2,4-dione in 72% yield. The reagent 3-[3-(4-fluorophenoxy)propyl]-1H-1,2,4-triazol-5-amine was prepared by a similar procedure for the synthesis of 3-[3-(4-chlorophenoxy)propyl]-1H-1,2,4-triazol-5-amine in Example 22 above, beginning from 4-fluorophenol instead of 4-chlorophenol. 1H NMR (DMSO-d6, 400 MHz) δ ppm: 7.83 (s, 1H), 7.63 (t, 1H), 7.18 (t, 1H), 7.09 (m, 2H), 6.95 (m, 2H), 4.08 (t, 2H), 3.11 (t, 2H), 2.24 (m, 2H).

Provenance & Evidence