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

Participants

Reaction Steps

Methyl 3-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenylcarbamimidothioate, hydroiodide (0.578 g, 1.471 mmol), from preparation Q) and 5-chloro-2-(4-(trifluoromethoxy)phenyl)pentanoic acid (0.480 g, 1.62 mmol, from preparation AAK) were coupled [N-methylmorpholine (0.81 mL, 7.36 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.185 mL, 5.88 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, 5-(4-chloro-1-(4-(trifluoromethoxy)phenyl)butyl)-N-(3-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-1H-1,2,4-triazol-3-amine was obtained as a brown residue. The crude product was used in the next step without purification. LC-MS (M+H)+ 510.1.

Provenance & Evidence