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

Participants

Reaction Steps

Methyl 3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenylcarbamimidothioate, hydroiodide (0.250 g, 0.617 mmol), from preparation F) and 6-chloro-2-(4-(trifluoromethylsulfonyl)phenyl)hexanoic acid (0.221 g, 0.617 mmol, from preparation AAM) were coupled [N-methylmorpholine (0.339 mL, 3.08 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.069 mL, 2.21 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, 5-(5-chloro-1-(4-(trifluoromethylsulfonyl)phenyl)pentyl)-N-(3-methoxy-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)+ 584.0.

Provenance & Evidence