4-Methylmorpholine → 5-(5-chloro-1-(4-ethoxyphenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine

Participants

Reaction Steps

Methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl-carbamimidothioate, hydroiodide (0.750 g, 1.77 mmol), from preparation A) and 6-chloro-2-(4-fluorophenyl)-4-methylenehexanoic acid (0.499 g, 1.94 mmol, from preparation AAI) were coupled [N-methylmorpholine (0.971 mL, 8.83 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.222 mL, 7.07 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, 5-(5-chloro-1-(4-ethoxyphenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-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)+ 501.2.

Provenance & Evidence