4-Methylmorpholine → 5-(5-chloro-1-(4-ethoxyphenyl)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 (0.500 g, 1.23 mmol), from preparation F) and 6-chloro-2-(4-ethoxyphenyl)hexanoic acid (0.367 g, 1.36 mmol, from preparation AAN) were coupled [N-methylmorpholine (0.678 mL, 6.17 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.155 mL, 4.94 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, 5-(5-chloro-1-(4-ethoxyphenyl)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)+ 496.2.

Provenance & Evidence