4-Methylmorpholine → 5-(5-chloro-1-(4-(trifluoromethoxy)phenyl)pentyl)-N-(3,5-difluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-1H-1,2,4-triazol-3-amine

Participants

Reaction Steps

Methyl 3,5-difluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenylcarbamimidothioate, hydroiodide (0.942 g, 2.92 mmol, from preparation R) and 6-chloro-2-(4-(trifluoromethoxy)phenyl)hexanoic acid (0.890 g, 2.86 mmol, from preparation AI) were coupled [N-methylmorpholine (0.1.26 mL, 11.0 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.360 mL, 11.5 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, crude 5-(5-chloro-1-(4-(trifluoromethoxy)phenyl)pentyl)-N-(3,5-difluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-1H-1,2,4-triazol-3-amine was obtained as a brown solid. The crude product was used in the next step without purification. LC-MS (M+H)+ 542.1.

Provenance & Evidence